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FUJIMOTO TETSUYA

Academic OrganizationAcademic Assembly School of Science and Technology Institute of Textile Science and TechnologyTEL
Education and Research OrganizationGraduate School of Medicine, Science and TechnologyFAX
PositionAssociate ProfessorMail Address
AddressUeda, Nagano 386-8567, JapanWeb site

Modified:08/08/2019

Profile

Assigned Class
Graduate School, Division of Science and Technology
Faculty of Textile Science Division of Chemistry and Materials, Applied Chemistry Course
Research Field
Synthetic chemistry
Current Subject
Development of asymmetric reactions using chiral aminophosphinites or aminophosphines
Keywords:Asymmetric reactions , Asymmetric catalyst , Desymmetrization reactions
Development of tandem reactions using phosphrus and sulfur and its applications
Keywords:Tandem reactions , Ylide , Heteroatom
Asymmetric allylation and cyanosilylation of aldehides , and ring-opening reaction of epoxides catalysed by chiral phosphonamide
Keywords:Asymmetric reactions , Asymmetric catalyst , C-C bond formation , Desymmetrization reactions
Development of asymmetric reactions using bifunctional bisoxazoline complexes
Keywords:Asymmetric reactions , Asymmetric catalyst , C-C bond formation , Desymmetrization reactions
Academic Background
Graduate School
Shinshu University , (Functional Polymer Science , Graduate School, Division of Textile Science and Technology) , 1988

College
Shinshu University , (Faculty of Textile Science and Technology) , 1986

Degree
Dr. (Engineering) , Shinshu University

Research

Books, Articles, etc.
Books
最新工業化学 革新技術の創出と製品化
2012
Author:阿部隆夫監修,深瀬康司編,府川伊三郎,高須芳雄,山岡弘明,吉野彰,大門英夫,大越豊,樋口徹憲,北野彰彦,村瀬浩貴,荒河純,藤本哲也,大西敏博,前田修一,関口順一,信正均,兼子博章,高橋伸英,山崎弘


Articles
Kinetic resolution of sterically hindered secondary alcohols catalyzed by aminophosphinite organocatalyst
Tetrahedron,74:296-302 2018
Author:Nanami Hara, Shu Fujisawa, Mizuki Fujita, Mikako Miyazawa, Kazuma Ochiai, Satoshi Katsuda, Tetsuya Fujimoto


Detection of Complexation and Host-Guest Interaction between Redox-Active Ligands and Metal Cations by Chemiluminescence
Chemistry SELECT,2(4):1694-1699 2017
Author:Jiro Motoyoshiya, Jun-ya Wada, Kentaro Mukawa, Yuto Maekawa, Ayato Kaneta, Tetsuya Fujimoto


Diastereoselective imino-pinacol coupling of chiral imines promoted by Mg(0) and a Grignard reagen
Tetrahedron,71(6):977-981 2015
Author:Kai Kitajima, Ryota Nagatomo), Tetsuya Fujimoto


Effects of Therapeutic Ultrasound on Range of Motion and Stretch Pain
,26(5):711–715 2014
Author:Katsuyuki Morishita, Hiroshi Karasuno, Yuka Yokoi, Kazunori Morozumi, Hisayoshi Ogihara, Toshikazu Ito, Masaaki Hanaoka, Takayuki Fujiwara, Tetsuya Fujimoto, Koji Abe


Effects of therapeutic ultrasound on intramuscular blood circulation and oxygen dynamics
Journal of the Japanese Physical Therapy Association,17(1):1–7 2014
Author:Katsuyuki Morishita, Hiroshi Karasuno, Yuka Yokoi, Kazunori Morozumi, Hisayoshi Ogihara, Toshikazu Ito, Takayuki Fujiwara, Tetsuya Fujimoto, Koji Abe


超音波照射が疼痛閾値に与える影響
理学療法科学,29(2):271-275 2014
Author:森下勝行,烏野大,横井悠加,諸角一記,荻原久佳,花岡正行,藤原孝之,藤本哲也,阿部康次


常圧低酸素環境が運動中の呼吸循環代謝応答に与える影響
理学療法科学,27(4):357–361 2012
Author:片山訓博,大倉三洋,山﨑裕司,重島晃史,酒井寿美,栗山裕司,稲岡忠勝,宮﨑登美子,柏 智之,藤本哲也,藤原孝之


Effect of normal air pressure low oxygen concentration environments on resting metabolism
日本保健科学学会誌,14(4):199-204 2012
Author:Kunihiro KATAYAMA,Mitsuhiro OOKURA,Hiroshi YAMASAKI,Koji SHIGESHIMA,Tetsuya FUJIMOTO,Takayuki FUJIWARA


Enantioselective Acylation of 1,2- and 1,3-Diols Catalyzed by Aminophosphinite Derivatives of (1S,2R)-1-Amino-2-indanol
Org. Lett.,14(3):812-815 2012
Author:H. Aida, K. Mori, Y. Yamaguchi, S. Mizuta, T. Moriyama, I. Yamamoto, T. Fujimoto


常圧低酸素および高酸素環境への急性暴露による運動時の呼吸循環応答の変化-理学療法における効果的運動環境を模索して-
理学療法科学,26(3):365-369 2011
Author:片山訓博、大倉三洋、山崎裕司、重島晃史、酒井寿美、栗山裕司、稲岡忠勝、宮崎登美子、柏智之、藤本哲也、藤原孝之


実践的人材育成 のための産学協同大学院教育プログラムの開発
工学教育,59(6):97-103 2011
Author:阿部隆夫, 深瀬康司, 平井利博, 藤本哲也, 高橋伸英, 森川英明


超音波照射が軟部組織硬度に与える影響
日本物理療法学会誌,17:25-30 2010
Author:森下勝行、烏野大、宇都宮雅博、芳川晃久、藤原孝之、藤本哲也、阿部康次


着地動作時における膝関節部の衝撃緩衝能
生体応用計測,1:31-33 2010
Author:佐久間純、烏野大、諸角一記、藤原孝之、藤本哲也、阿部康次


巧緻的運動課題における運動学習の転移効果に関する研究
生体応用計測,1:27-30 2010
Author:小野崎文彦、石田裕二、烏野大、藤本哲也、藤原孝之、阿部康次、山本巌


膝伸展運動における瞬間的な筋活動の解析-力発生率と筋電図周波数特性の関連性の検討-
東北理学療法学,21:49-54 2009
Author:澤口 悠紀、諸角 一記、芳川 晃久、藤本 哲也、藤原 孝之


Do healthy subjects elevate and descend both arms in a same manner?
The journal of Japan Academy of Health Science,11(4):183-192 2009
Author:Kunio Yoshizaki, Junichiro Hamada, Ryo Sahara, Takayuki Fujiwara, Tetsuya Fujimoto


Morphological evaluationof the human pyramidal tract: Tapering of axons
Okajimas Folia Anatomica Japonica,85(4):111-113 2009
Author:Yuuki Soumaa,, Noboru Gotoc,, Jun Gotoc,, Tetsuya Fujimoto and Takayuki Fujiwara


Crying and Behavioral Characteristics in Premature Infants.
J. Jpn. Phys. Ther. Assoc.,11:11-15 2008
Author:R. Kusaka, S. Ohgi, K. Shigemori, T. Fujimoto


Crying and behavioral characteristics in premature infants
JJPTA,11(1):15-21 2008
Author:Ryuichi Kusaka, Shohei Ohgi, Kenta Shigemori, Tetsuya Fujimoto


介護予防における総合的評価の研究-運動機能,活動能力,生活空間の相互関係から-
理学療法学,35(1):1-7 2008
Author:日下隆一,原田和宏,金谷さとみ,浅川康吉,島田裕之,萩原章由,二瓶健司,佐藤留美,吉井智晴,加藤めぐ美,長野聖,藤本哲也


介護保険領域における理学療法のあり方に関する研究
理学療法科学,23(2):219-224 2008
Author:日下隆一,原田和宏,金谷さとみ,浅川康吉,島田裕之,萩原章由,二瓶健司,佐藤留美,吉井智晴,加藤めぐ美,長野聖,藤本哲也


介護予防における理学療法士の視点-ICFコアセットを用いて-
理学療法科学,23(1):29-33 2008
Author:日下隆一,小森昌彦,田中康之,逢坂伸子,長野聖,黒川直樹,藤本哲也


「分包紙開封性の満足度調査及び利便性の工夫」<高齢者服薬支援の観点から>
社会薬学(Jpn.Soc.Pharm),27(1):19-27 2008
Author:黒岩智子、藤本哲也、大津こう滋、大島公惠、阿部康次、山本巖、藤原孝之


代替調剤実施後の使用状況調査
医療薬学,34(10):38-45 2008
Author:吉岡秀明、久津間信明、藤原孝之、藤本哲也、阿部康次


慢性期脳卒中片麻痺者に対する30秒椅子立ち上がりテスト(CS-30テスト)の有用性〜歩行機能との関連性について〜
北海道理学療法,24:100-104 2007
Author:信太雅洋、伊藤俊一、久保田健太、立花瑞恵、山本巖、阿部康次、藤本哲也、藤原孝之


非利き手における箸動作の練習による筋活動の変化
総合リハビリテーション,35:263-268 2007
Author:石田裕二、斎藤明徳、藤本哲也、山本 巖


Factor Analysis of Motion in Wringing out a Towel,
J. Phys. Ther. Sci.,19:43-47 2007
Author:Y. Ishida, T. Fujimawara, T. Fujimoto, I. Yamamoto


3軸加速度センサーをもちいた乳児の自発運動の解析
浜松リハビリテーション研究会学術誌,2:8-18 2007
Author:日下隆一, 大城昌平, 守田智, 水池千尋, 藤本哲也


Short-term effects of the neonatal behavioral assessment scale-based intervention for infants with developmental disabilities
J. Phys. Ther. Sci.,19(1):1-8 2007
Author:Ryuichi Kusaka, Shohei Ohgi, Hirotaka Gima, Tetsuya Fujimoto


冷え性に対する物理療法-冷え性の評価に関する一考察-
日本物理療法学会会誌,14:38-40 2007
Author:両角昌実,高見澤一樹,宮島恵樹,藤原孝之,山本巌,阿部康次,藤本哲也


Enantioselective allylation of aldehydes catalyzed by new bifunctional bisoxazoline-metal complexes.
Tetrahedron,63(24):5319-5322 2007
Author:Takeuchi, Keiichi; Takeda, Takuma; Fujimoto, Tetsuya; Yamamoto, Iwao
Abstract:The asym. allylation reactions of aldehydes RCHO (R = Ph, 4-ClC6H4, 4-O2NC6H4, 4-MeOC6H4, PhCH:CH, PhCH2CH2) with allyltrichlorosilane catalyzed by a 10 mol % bisoxazoline complex bearing a phosphine oxide moiety, which was newly designed and synthesized from L-serine, afforded the corresponding homoallylic alcs. RCH(OH)CH2CH:CH2 in 48-74% yields with 39-86% ee. The reaction proceeds with the dual activation of the aldehyde and allylsilane by the Lewis acid and base of the catalyst. The evidence for the activation of the allylsilane was clarified by the 31P NMR spectra.


下腿三頭筋の他動的ストレッチングによる脊髄興奮準位への影響について
日本生理人類学会誌,11(3):27-30 2006
Author:吉崎邦夫,遠藤敏裕,宇都宮雅博,黒岩千晴,藤原孝之,藤本哲也,山本巌


近赤外線・近紫外線照射による生理学的指標の変化に関する研究
日本物理療法学会誌,13:41-44 2006
Author:加地啓介,Goh Ah Cheng,藤原孝之,両角昌実,高見澤一樹,吉崎邦夫,高梨晃,山本巌,藤本哲也


Kinetic resolution of d,l-1,2-diols catalyzed by amine-phosphinite bifunctional organocatalysis derived from quinidine
Tetrahedron Lett.,47(47):8227-8229 2006
Author:Mizuta, Shinya; Ohtsubo, Yutaka; Tsuzuki, Takeo; Fujimoto, Tetsuya; Yamamoto, Iwao
Abstract:Racemic C2-sym. 1,2-diols were kinetically resolved by the acylation reaction catalyzed by the phosphinite deriv. of quinidine to afford the monoacylated product with good to high enantioselectivities


環状リン, 硫黄イリドの構造特性を利用したタンデム型反応の開発
有機合成化学協会誌,63(2):134-143 2005
Author:藤本哲也;山本 巖


Development of tandem reactions based on structural features of cyclic phosphorus and sulfur ylides
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN,63(2):134-143 2005
Author:Fujimoto, Tetsuya; Yamamoto, Iwao
Abstract:Cyclic phosphorus or sulfur ylides have a carbon atom adjacent to the phosphorus or sulfur atom other than the ylide carbon atom. The neutral carbon atom could be activated as a carbanion or another ylide after the initial reaction of the ylide. Novel synthetic methods using the two reactive positions in the cyclic ylides were developed. (Z)-Alkenylphosphine oxides generated by the Wittig reaction of a five-membered cyclic phosphonium ylide were converted to (Z)-?,?-unsatd. ketones via the Horner-Wittig reaction of the phosphinoyl carbanions. The reaction of the cyclic ylide with ?,?-unsatd. ketones, esters, and thioesters provided cycloheptene derivs. via tandem Michael-Wittig reactions in which the ylide was regenerated on the other carbon atom. The similar tandem reactions of a five-membered cyclic oxosulfonium ylide gave cycloheptene oxide derivs. Their novel tandem reactions of the cyclic ylides proceeded via rigid bicyclo[3.2.1]octane to result in a highly diastereoselective synthesis of the products.


Catalytic Asymmetric Desymmetrization of Cyclic meso-1,3- and 1,4-Diols by a Phosphinite Derivative of Quinidine
Org. Lett.,7(17):3633-3635 2005
Author:Mizuta, Shinya; Tsuzuki, Takeo; Fujimoto, Tetsuya; Yamamoto, Iwao
Abstract:Asym. monobenzoylation reactions of cyclic meso-1,3- and 1,4-diols were catalyzed by a phosphinite deriv. of quinidine to afford the corresponding monobenzoylated diol withgood yield and enantioselectivity


Relationship between molecular skeleton and stimulated-emission threshold in dilute thin films of linear-chain-structured fluorescent dyes
Chem. Lett.,32(10):968-969 2003
Author:Sakai, Ken-ichi; Tsuzuki, Takeo; Motoyoshiya, Jiro; Inoue, Masamitsu; Itoh, Yoshihiro; Ichikawa, Musubu; Fujimoto, Tetsuya; Yamamoto, Iwao; Koyama, Toshiki; Taniguchi, Yoshio
Abstract:We carried out photopumping measurements for the dil. thin films of linear-chain-structured laser dyes where ?-units such as benzene, ethylene, and oxazole, are linearly linked via ?-bonds. Among them, 4-4'-bis[4-(di-p-tolylamino)styryl]biphenyl recorded the lowest stimulated-emission threshold of 2 ?J/cm2. It was revealed that the threshold was related to whether the no. of constituent ?-units was even or odd.


Regioselective Synthesis of Phosphonylated Sugars from Reactions of Glycals with Diphenylphosphenium Cation
J. Carbohydr. Chem.,22(6):443 - 457 2003
Author:Akira Takano, Hiroyuki Fukuhara, Tadao Ohno, Masahiro Kutsuma, Tetsuya Fujimoto, Hirofusa Shirai, Ryozo Iriye, Akikazu Kakehi, Iwao Yamamoto
Abstract:Reaction of Me 4,6-di-O-acetyl-2,3-dideoxy-D-erythro-hex-2-enopyranoside with two equiv. of diphenylphosphenium cation at 0?C gave the 1-phosphonylated 2-enopyranosides as major products. Similarly, reaction of diphenylphosphenium cation with tri-O-acetylglycal afforded the same products in a similar ratio. In contrast, a reaction with tri-O-benzylglucal at reflux temp. of dichloromethane afforded the 3-phosphonylated sugar as a major product. These reactions may proceed via stable allyl cations.


Asymmetric Desymmetrization of meso-1,2-Diols by Phosphinite Derivatives of Cinchona Alkaloids.
Angew. Chem. Internat. Ed,42(29):3383-3385 2003
Author:Shinya Mizuta, Mikito Sadamori, Tetsuya Fujimoto, Iwao Yamamoto
Abstract:The asym. monoacylation/desymmetrization of meso-1,2-diols, e.g. I, with high yield and with high enantioselectivity, catalalyzed byphosphinite compds., e.g. II, derived from cinchona alkaloids, is reported.


Diastereoselective synthesis of a hydroazulene derivative by tandem Michael-Wittig reactions
Phosphorus, Sulfur and Silicon and the Related Elements,177(8-9):1975-1976 2002
Author:Nagao, Tomoko; Isozaki, Masayoshi; Fujimoto, Tetsuya; Yamamoto, Iwao
Abstract:The reaction of a cyclic phosphonium ylide [1]with enoate 2 gives a hydroazulene deriv. with stereoselectivity.


Reaction of Cyclic Sulfur Ylides with Some Carbonyl Compounds
Heteroatom Chem.,13(3):216-222 2002
Author:Hitoshi Akiyama, Katsuyoshi Ohshima, Tetsuya Fujimoto, Iwao Yamamoto, Ryozo Iriye
Abstract:The reaction of a six-membered sulfonium ylide with aldehydes or ketones afforded the oxirane derivs. as a mixt. of cis and trans isomers in excellent yields. In addn., the same reactions, using five- or six-membered cyclic oxosulfonium ylides, gave the corresponding oxirane derivs. in good yields. Moreover, the reaction of the six-membered cyclic oxosulfonium ylide with two equimolar amts. of base and 4-hexen-3-one afforded the cyclooctene oxide deriv. with high stereoselectivity in 59% yield via a sequential Michael-Michael-type addn. of the ylide and the resulting enolate ion followed by an intramol. Corey-Chaykovsky reaction.


Reactions of cyclic aza-ylids with thioesters
Phosphorus, Sulfur, and Silicon,173:115-121 2001
Author:Tetsuya Uchiyama, Satoshi Katsuyama, Tetsuya Fujimoto, Iwao Yamamoto
Abstract:Reactions of five and six membered cyclic phosphonium aza-ylides I (n = 1,2) with Ph thiobenzoate and aryl thiocinnamate gave acylated products. Ph2P(O)CH2(CH2)nCH2NHC(O)Ph and Ph2P(O)CH2(CH2)nCH2NHC(O)CH:CHPh. On the other hand. the reactions of I with Ph alkenylthioesters (e.g., RCH:CHCOSPh, R = Me, Et) gave adduct compds., e.g., Ph2P(O)(CH2)3NHC(O)CH2CHRSPh.


Reactions of cyclic aza-ylides with beta-dicarbonyl compounds
Phosphorus, Sulfur and Silicon and the Related Elements,175:99-108 2001
Author:Tetsuya Uchiyama, Masayuki Inoue, Hideki Masuda, Tetsuya Fujimoto, Iwao Yamamoto
Abstract:The reactions of five- and six-membered cyclic iminophosphoranes with ?-dicarbonyl compds. gave enamino phosphine oxide derivs. I (n = 1, R1 = Me, R2 = Me, Ph, 4-MeC6H4, OEt; R1 = CF3, R2 = OEt; n = 2, R1 = Me, R2 = Me, Ph, 4-MeC6H4) in good yields. Compds. I (n = 1, 2, R1 = Me, R2 = Ph) were stereoselectively converted to 1,6- and 1,7-dienes.


Stereoselective synthesis of medium-sized cyclic compounds by means of tandem reactions of a cyclic oxosulfonium ylide with acetates of Baylis-Hillman adducts
Eur. J. Org. Chem.,(12):2265-2272 2001
Author:Hitoshi Akiyama, Tetsuya Fujimoto, Katsuyoshi Ohshima, Kenji Hoshino, Yuko Saito Ayu Okamoto, Iwao Yamamoto, Akikazu Kakehi, Ryozo Iriye
Abstract:Treatment of the five-membered cyclic oxosulfonium ylide I with ?-acetoxy-?-methylene ketones RCOC(:CH2)CHR1OAc (R = Me, Et, pentyl, Me2CH; R1 = H, Me, Et, Ph, Me2CH) in the presence of two equimolar amts. of base gave the cycloheptene oxides II as single stereoisomers in 19-77% yields. II form through a Michael-type addn. of the ylide, followed by elimination of the acetoxy group and anintramol. Corey-Chaykovsky reaction. Similarreaction of the six-membered oxosulfonium ylide analog of I gave cyclooctene oxides III in moderate yields as ca. 4:1 mixts. of stereoisomers as correlated with differences in the configuration of the sulfur atom in the sulfinyl group. The mol. structures of I (R = Me2CH; R1 = Ph) and II (R = Me; R1 = Me2CH) were detd. by x-ray crystal structure anal.


Diastereoselective Tandem Michael-Intramolecular Wittig Reactions of a Cyclic Phosphonium Ylide with 8-Phenylmenthyl Enoates
J. Org. Chem.,66(3):890-893 2001
Author:Tomoko Nagao, Tetsuya Fujimoto, Iwao Yamamoto
Abstract:The diastereoselective tandem Michael-intramol. Wittig reactions of a five-membered cyclic phosphonium ylide, generated from phospholanium perchlorate I, using 8-phenylmenthyl enoates were examd. The reaction of the phosphonium ylide with 8-phenylmenthyl cinnamate followed by the hydrolysis of the resulting enol ether afforded (3R,4S)-4-(diphenylphosphinyl)-3-phenylcycloheptanone (3R,4S)-II as the major isomer. The diastereoselectivity of the initial tandem reactions was estd. to be 94:6 from the 31P NMR of a mixt. of the diastereomeric ketal derivs. which were obtained by the reaction of II with (2R,3R)-2,3-butanediol, and the abs. configuration of the major isomer was detd. by the single-crystal x-ray anal. Similar reactions using some 8-phenylmenthyl alkenoates were attempted. As a result, it was clarified that the corresponding trans-ketones were obtained and that the diastereomer ratios of their ketal derivs. were 60:40-73:27.


Isoxazolidine based new chiral auxiliary for asymmetric synthesis
Heterocyclc. Commun.,6(6):505-510 2000
Author:Md Jashim Uddin, Akiko Shinooka, Tetsuya Fujimoto, Hirofusa Shirai, Iwao Yamammoto
Abstract:The nonracemic tetrahydropyrroloisoxazole chiral auxiliary I (R = H) is prepd. from L-phenylalanine via practical procedures (no data); I is acylated with acryloyl chloride to give (-)-I (R = H2C:CHCO). The acrylamide (-)-I (R = H2C:CHCO) undergoes dipolar cycloaddn. reactions with nitrones R1N(:O):CHR2 and 4-toluenesulfonyl azide to give tetrahydropyrroloisoxazolinecarbonyl isoxazolidines II (R1 = Ph, PhCH2; R2 = 4-ClC6H4, Ph, 1- or 2-naphthyl) and pyrroloisoxazolinecarbonyl triazoline III (Ts = 4-MeC6H4SO2) in 65-92% yields and in 30-96% de. The facial selectivity obsd. was consistent with the geometry-optimized steric energies of II found by MM2 calcns.


Diastereoselective Synthesis of Bridgehead Heterobicyclic Spiro Compounds Derived from Tandem Michael Intramolecular 1,3-Dipolar Cycloaddition of Nitrones
Heterocycl. Commun.,6(2):113-118 2000
Author:Md. Jashim Uddin, Tetsuya Fujimoto, Akikazu Kakehi, Hirofusa Shirai, Iwao Yamamoto
Abstract:The reaction of cyclic oximes, e.g. (-)-menthone oxime, with divinyl sulfone afforded bridgehead heterobicyclic spiro compds., e.g. I, in good yields. The formation of diastereomerically single systems involved conjugate addn. of oxime onto the diene sulfone to give transient N-alkenylnitrones that then underwent subsequent intramol. dipolar cycloaddn. reaction. The diastereoselectivity of the process was predicted by MOPAC AM1 calcns. The crystal structure of I was detd.


Synthesis and Structure of Condensed Heterocycles Derived from Intramolecular 1,3-Dipolar Cycloaddition of Transient and Enantiomerically Pure alpha-Allylamino Nitrones and Nitrile Oxides in a High Level of Diastereoselectivity
Synthesis,(3):365-374 2000
Author:Md. Jashim Uddin, Minoru Kikuchi, Ken Takedatsu, Kenichi Arai, Tetsuya Fujimoto, Jiro Motoyoshiya, Akikazu Kakehi, Ryozo Iriye, Hirofusa Shirai, Iwao Yamamoto
Abstract:A series of typical nitrone and nitrile oxide derivs. was generated in situ from the corresponding sulfonylated ?-allylamino aldehydes and aldoximes, which afforded isoxazolidine and isoxazoline fused heterocycles by intramol. 1,3-dipolar cycloaddn. reactions with a high degree of diastereoselectivity. The structure as well as the abs. stereochem. of the products were confirmed by extensive 2D-NMR spectroscopy and single crystal X-ray analyses and the reasons for the obsd. selectivity were explained by the energy calcns. of the transition states using semiempirical (MOPAC AM1 and MOPAC PM3) and ab initio methods (3-21G* and 6-31G*).


[2+2]Cycloaddition and ring expansion reactions of cyclic phosphonium and aminophosphonium salts: synthesis and structure of the first eight-membered ylide-type heterocycles.
J. Chem. Soc., Perkin Trans 1: Organic and Bio-Organic Chemistry,(11):1577-1580 1999
Author:Uchiyama, Tetsuya; Fujimoto, Tetsuya; Kakehi, Akikazu; Yamamoto, Iwao
Abstract:A series of eight-membered heterocycles was isolated from the reactions of simple six-membered aza-ylides with acetylene and nitrile derivs. Thus, 2,2,3,4,5,6-hexahydro-2,2-diphenyl-1,2-azaphosphorine was derived from hexahydro-2,2-diphenyl-1,2-azaphosphorinium perchlorate. Furthermore, 2,2,4,5-tetrahydro-2,2-diphenyl-3H-1,2-azaphosphole was derived from 2,2-diphenyl-1,2-azaphospholidinium perchlorate. 1,1,3,4-Tetrahydro-1,1-diphenyl-2H-phosphole was derived from 1,1-diphenylphospholanium perchlorate. These structures were elucidated by X-ray crystal anal. On the other hand, the reactions of five-membered ylides and aza-ylides with nitrile derivs. formed seven-membered ylides, which were hydrolyzed immediately during aq. work-up to give phosphine oxide derivs.


Reaction of a Cyclic Oxosulfonium Ylide with Acetates of the Baylis-Hillman Adducts: Tandem Michael-Intramolecular Corey-Chaykovsky Reactions
Org. Lett.,1(3):427-430 1999
Author:Hitoshi Akiyama, Tetsuya Fujimoto, Katsuyoshi Ohshima, Kenji Hoshino, Iwao Yamamoto, Ryozo Iriye
Abstract:The reaction of a five-membered cyclic oxosulfonium ylide with ?-methylene-?-acetoxy ketones in the presence of two equimolar amts. of base afforded the cycloheptene oxide derivs. with stereoselectivity in 19-74% yield via a Michael-type addn. of the ylide followed by elimination of the acetoxygroup and an intramol. Corey-Chaykovsky reaction.


Reaction of a cyclic phosphonium ylide with alpha,beta-unsaturated thioesters
J. Org. Chem.,64(16):5988-5992 1999
Author:Narumi Kishimoto, Tetsuya Fujimoto, Iwao Yamamoto
Abstract:The tandem Michael-intramol. Wittig reactions of a five-membered cyclic phosphonium ylide (1,1,3,4-tetrahydro-1,1-diphenyl-2H-phosphole derived from 1,1-diphenylphospholanium perchlorate) with ?,?-unsatd. thioesters afforded cycloheptene derivs. in 29-58% yield. The reaction proceeded via a rigid phosphabicyclic intermediate and supplied the cycloheptene derivs. with high stereoselectivity. On the other hand, although the reaction using 1-cyclopentene-1-carbothioic acid S-cyclohexyl ester as a substrate gave a 1:1 mixt. of cis and trans adducts of the corresponding hydroazulene derivs., the reaction of 1-cyclopentene-1-carbothioic acid S-1,1-dimethylethyl ester gave cis-adduct as a major product (cis:trans =17:3).


Halogenovinyl Sulfones. 6. Synthesis of condensed heterocycles by diastereoselective intramolecular Diels-Alder reactions of sulfonyl substitued trienes
J. Org. Chem.,63(21):7172-7179 1998
Author:Hideki Takeuchi, Tetsuya Fujimoto, Kenji Hoshino, Jiro Motoyoshiya, Akikazu Kakehi, Iwao Yamamoto
Abstract:Sulfonyl trienes having a chiral center on the allyl carbon of the diene moiety were prepd. from L-amino acids as chiral building blocks. Intramol. Diels-Alder reaction of the sulfonyl trienes having E-geometry on the diene moiety proceeded on the si-face and exo-selectively to give cis-isoindoles as a sole product in good yields. But using the sulfonyl trienes having Z-geometry on the diene part, the ratio of the diastereomers of the products decreased to about 80:20. The obsd. stereoselectivity can be explained by calcns. with semiempirical and ab initio methods.


Synthesis of seven-membered cyclic enol ether derivatives from the reaction of a cyclic phosphonium ylide with alpha,beta-unsaturated esters
J. Org. Chem.,62(19):6627-6630 1997
Author:Fujimoto, Tetsuya; Kodama, Yoh-ichi; Yamamoto, Iwao; Kakehi, Akikazu.
Abstract:The tandem Michael-intramol. Wittig reactions of a five-membered cyclic phosphonium ylide (I) with ?,?-unsatd. esters afforded seven-membered cyclic enol ether derivs. (II, R = Ph, Me, Pr, i-Pr) in 37-73% yield. The reaction proceeded via a rigid phosphabicyclic intermediate and supplied the enol ether derivs. with high stereoselectivity. However, the reaction using Et acrylate as a substrate gave the 1:3 adduct (III) of the ylide and the enoate via the repetition of the Michael-type addn. and regeneration of the ylide followed by the intramol. Wittig reaction.


Reaction of cyclic amino phosphonium salts with alpha-chlorovinyl sulfone
Phosphorus, Sulfur and Silicon and the Related Elements,108(1-4):99-102 1996
Author:Sakai, Toshito; Fujimoto, Tetsuya; Ohta, Kazuchika; Yamamoto, Iwao
Abstract:Cyclic aza-ylides, generated from 5- or 6-membered cyclic amino phosphonium salts I (n = 1 1a, 2 1b), were reacted with ?-chlorovinyl sulfone Z-PhCH:CClSO2Ph (3) in the presence of Na hydride to give sulfonylethylenes II (4a,b) via Michael addn. followed by dehydrochlorination. The structure and formation pathways are discussed.


Phosphonylation of sugar derivatives using phosphanylium cation.
Heterocyclc. Commun.,2(1):41-46 1996
Author:Kasaka, Tatsuji; Kyoda, Makoto; Fujimoto, Tetsuya; Ohta, Kazuchika; Yamamoto, Iwao; Kakehi, Akikazu.
Abstract:Chloro (diisopropylamino) phosphanylium cation reacts with 4,6-O-benzylidene-D-allal to give regioselectively phosphonylated sugar I. The phosphanylium cation also reacted with 2-enopyranoside II to give phosphonylated sugar.


Syntheses of six- and seven-membered nitrogen heterocycles from cyclic amino phosphnium salts
Heterocyclc. Commun.,2(3):233-239 1996
Author:Sakai, Toshito; Uchiyama, Tetsuya; Fujimoto, Tetsuya; Ohta, Kazuchika; Yamamoto, Iwao; Kakehi, Akikazu.
Abstract:Cyclic aza-ylides, generated from 6- or 5-membered cyclic amino phosphonium salts, can react with various carbonyl compds. Acyclic imine derivs. Ph2P(O)CH2CH2(CH2)nN:CRCOR [n = 1, 2; R = (un)substituted Ph]were obtained by the reaction of these cyclic aza-ylides with benzils, and these imine derivs. were treated with LDA to produce the tetrahydropyridine or tetrahydroazepine derivs.


Halogenovinyl sulfones .5. Synthesis of a dibenzopyran derivative from an intramolecular Diels-Alder reaction
Phosphorus, Sulfur and Silicon and the Related Elements,116:203-210 1996
Author:Yamamoto, Iwao; Kohara, Toshiyuki; Fujimoto, Tetsuya; Ohta, Kazuchika.
Abstract:Reaction of o-(1,3-pentadienyl)phenol with 1,3-dichloro-2-phenylsulfonylpropane in the presence of triethylamine gave o-(1,3-pentadienyl)-Ph (2-phenylsulfonyl)-2-propenyl ether in 91-100% yields, which underwent intramol. Diels-Alder reactions to afford dibenzopyran derivs.


Functionalization of Aminophosphonic Chlorides and Synthesis of Phosphorus Heterocyclic Compounds
Phosphorus, Sulfur, and Silicon,113(1-4):59-65 1996
Author:Kasaka T.;Kyoda M.;Taketazu K.;Kobayashi H.;Fujimoto T.;Iriye R.;Yamamoto I.
Abstract:Aminophosphonic chlorides, (Pri2N)P(O)(Cl)CH2CH:CR1R2 (1; R1 = H, R2 = Ph; R1 = R2 = Me; R1= Me, R2 = CH2CH2CH:CMe2) reacted with Ag thiocyanate to give corresponding isothiocyanates, (Pri2N)P(O)(NCS)CH2CH:CR1R2 in good to moderate yields. Similarly, aminophosphonic chlorides 1 (R1 = H, R2 = H, CH:CHCH3, CH:CH2) reacted with unsatd. alcs. and allylmagnesium bromide to give trienes, e.g., (Pri2N)P(O)(CH2CH:CH2)CH2CH:CHR [R = CH:CHCH3, CH:CH2 (2)]. An intramol. Diels-Alder reaction of triene 2 gave isophosphindoline deriv. I. The conformation of I is also discussed.


Reactions of the chloro(diisopropylamino)phosphanylium cation with unsaturated alcohols.
J. Chem. Soc., Perkin Trans 1: Organic and Bio-Organic Chemistry,(19):2867-2872 1994
Author:Kasaka,Tatsuji; Matsumura, Ayao; Kyoda, Makoto; Fujimoto, Tetsuya; Ohta, Kazuchika; Yamamoto, Iwao; Kakehi, Akikazu.
Abstract:The title reaction of [((Me2CH)2N)(Cl)P]+[AlCl4]- (1) was studied. Thus, reaction of 1 with prop-2-ynyl alcs., e.g., PhC.tplbond.CCHMeOH, gave prop-2-ynylaminophosphonic chlorides, e.g., PhC.tplbond.CHMeP(O)(NPri2)Cl, in good yield.


Synthesis and Aza-Wittig reactions of Cyclic Amino-phosphonium Salts.
J. Org. Chem.,59(23):7144-7147 1994
Author:Sakai, Toshito; Kodama, Takuya; Fujimoto, Tetsuya; Ohta, Kazuchika; Yamamoto, Iwao; Kakehi, Akikazu
Abstract:5- Or 6-membered cyclic aminophosphonium salts, e.g. I, were prepd., and their corresponding ylides were reacted with aldehydes to afford imines, e.g. Ph2P(O)CH2(CH2)3N:CHCHMe2, in high yield. The reaction of cyclic ylides with isocyanates afforded corresponding carbodiimides which were hydrolized to give urea derivs., e.g.Ph2P(O)CH2(CH2)3NHCONHCHMe2, in good yield. The crystal structure of I was detd. The utilities of these cyclic aminophosphonium salts are currently in progress.


Stereoselective synthesis of trans-hydroazulene derivatives by tandem Michael-intramolecular Wittig reactions of a cyclic phosphonium ylide with alkyl or aryl 1-cyclopentenyl ketones.
J. Org.Chem.,58(26):7322-7323 1993
Author:Fujimoto, Tetsuya; Uchiyama, Yuhko; Kodama, Yohichi; Ohta, Kazuchika; Yamamoto, Iwao; Kakehi, Akikazu.
Abstract:Reactions of the ylide from five-membered cyclic phosphonium salt I with alkyl or aryl 1-cyclopentenyl ketones II (R = Ph, Pr, Me2CH) gave trans-fused hydroazulene derivs. III with high stereoselectivity via tandem Michael-intramol. Wittig reactions. The structure of III (R = Ph) was shown by x-ray crystallog. to be a trans-fused hydroazulene in which the Ph2P(O) group is also substituted with a trans relationship.


Synthesis of a triene from a cyclic phosphonium salt and its intramolecular Diels-Alder reaction to give a decalin derivative.
J. Chem. Res., Synopses,(12):486-487 1993
Author:Fujimoto, Tetsuya; Nakao, Rie; Hotei, Yukihiko; Ohta, Kazuchika; Yamamoto, Iwao.
Abstract:The authors report the use of five-membered cyclic phosphonium salt I in the synthesis of the triene, Me2CHCH:CHCOCH(POPh2)CH2CH2CH:CMeCH:CH2, which underwent an intramol. Diels-Alder reaction to give decalin deriv. II. II is a potential common intermediate for sesquiterpenes, such as chiloscyphone and cadinene.


HALOGENOVINYL SULFONES .3. SYNTHESIS OF POLYFUNCTIONAL CYCLOPROPANES AND DIHYDROFURANS FROM ALPHA-BROMOVINYL SULFONES
J. Chem. Res., Synopses,(2):84-84 1992
Author:Yamamoto, Iwao; Saiuchi, Naofumi; Futaesaku, Norio; Fujimoto, Katutosi; Fujimoto, Tetsuya; Ohta, Kazuchika.
Abstract:?-Bromovinyl Ph sulfone undergoes Michael addn.-cyclization reactions with R1COCH2COR2 [R1 = R2 = OEt, Ph; R1 = Ph, R2 = OEt, Me; R1R2 = (CH2)3, CH2CHMeCH2; R1 = OEt, R2 = Me]to give polyfunctional cyclopropanes I and dihydrofurans II [R1R2 = (CH2)3; R1 = OEt, R2 = Me]in good yields. In less basic solvents, the formation of I is predominant, while in the more basic solvents, the yields of dihydrofurans II are increased.


SYNTHESIS OF CYCLOHEPTENYLDIPHENYLPHOSPHINE OXIDES FROM THE REACTIONS OF A CYCLIC PHOSPHONIUM SALT WITH ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS
Chem. Commun.,(17):1263-1264 1992
Author:Fujimoto, Tetsuya; Takeuchi, Yukiharu; Kai, Kohichi; Hotei, Yukihiko; Ohta, Kazuchika; Yamamoto, Iwao.
Abstract:The reactions of the ylide from the five-membered cyclic phosphonium salt I with Me vinyl ketone, chalcone, and benzylidene acetone afforded cycloheptenyldiphenylphosphine oxides, e.g., II, from a Michael-type reaction followed by an intramol. Wittig reaction.


Chemistry of cyclic phosphorus compounds. 4. Syntheses of the sex pheromone from the pedal gland of bontebok and some 1,4-diketones by use of 1,1-diphenylphospholanium perchlorate.
J. Org. Chem.,56(15):4799-4802 1991
Author:Fujimoto, Tetsuya; Hotei, Yukihiko; Takeuchi, Hisashi; Tanaka, Satoshi; Ohta, Kazuchika; Yamamoto, Iwao
Abstract:The ylide generated from 1,1-diphenylphospholanium perchlorate (I) with Me3COK reacted with hexanal to afford (Z)-Ph2PO(CH2)3CH:CH(CH2)4Me. Subsequent reaction with MeSSMe and CH2O in the presence of LiN(CHMe2)2 gave CH2:C(SMe)CH2CH2CH:CH(CH2)4Me. Hydrolysis under the influence of HgCl2 in aq. MeCN formed a 6:94 mixt. of E- and Z-MeCOCH2CH2CH:CH(CH2)4Me. Treatment of I with MeSSMe and CH2O in the presence of LiN(CHMe2)2 in the same vessel afforded Ph2PO(CH2)3C(SMe):CH2 (II). The conversion of II into CH2:C(SMe)CH2CH2C(SMe):CRR1 [R = H, R1 = Ph, (CH2)4Me; RR1 = (CH2)2]by the same procedure followed by HgCl2-promoted hydrolysis yielded MeCOCH2CH2COCHRR1.


Chemistry of cyclic phosphorus compounds. 3. Synthesis of pheromones having an ? ,? -unsaturated ketone system from 1,1-diphenylphospholanium perchlorate.
J. Org. Chem.,54(4):747-50 1989
Author:Yamamoto, Iwao; Tanaka, Satoshi; Fujimoto, Tetsuya; Ohta, Kazuchika
Abstract:1,1-Diphenylphospholanium perchlorate (I) was converted into (Z)-Me(CH2)nCOCH2CH2CH:CH(CH2)5Me (II, n= 7, 8), the sex pheromones of the Japanese female peach fruit moth by use of tandem Wittig reactions. The ylide of I, formed with Me3COK, reacted with heptanal to give (Z)-Ph2P(O)(CH2)3CH:CH(CH2)5Me (III) stereoselectively. The reaction of the anion of III with Me2S2 followed by the Horner-Wittig reaction with nonanal or octanal gave diene derivs. which on hydrolysis afforded II. On the other hand, the conversion of (Z)-Ph2P(O)(CH2)3C(SMe):CH(CH2)6Me, which was derived from I via reactions with Me2S2 gave E,Z-II (n = 7).


Chemistry of cyclic phosphorus compounds. II. Synthesis of Douglas Fir Tussock Moth sex pheromone from cyclic phosphonium salt.
Nippon Kagaku Kaishi,(7):1227-30 1987
Author:Yamamoto, Iwao; Tanaka, Satoshi; Fujimoto, Tetsuya; Ohta, Kazuchika; Matsuzaki, Kei
Abstract:Douglas Fir Tussock Moth (Orgyia pseudotsugata) sex pheromone was prepd. by tandem Wittig reactions of 1,1-diphenylphosphorinanium bromide (I). A methylthio group was introduced ? to the P atom of I. Subsequent Wittig reaction of the resulting salt with decanal gave vinyl sulfide in 56% yield. The Wittig-Horner reaction of the vinyl sulfide with hexanal followed by treatment with NaH gave a diene (II) as a precursor to the pheromone. Treating II with aq. HCl gave the desired pheromone (III) in 82% yield.


Tandem Wittig reactions of 1,1-diphenylphosphorinanium salt
J. Chem. Soc., Perkin Trans 1: Organic and Bio-Organic Chemistry,(7):1537-9 1987
Author:Yamamoto, Iwao; Fujimoto, Tetsuya; Ohta, Kazuchika; Matsuzaki, Kei
Abstract:The title cyclic phosphonium salt I reacted with RCHO (R = Ph, p-Me2NC6H4, PhCH:CH, Me) to give the phosphine oxides Ph2P(O)(CH2)4CH:CHR in good yield; these when treated with aldehydes in the presence of BuLi gave alcs., e.g. Ph2P(O)CH(CHPhOH)(CH2)3CH:CHPh. The stereoselectivities of these reactions are also described.


Presentations
Asymmetric allylation or cyanosilylation reactions of aldehudes catalyzed by chiral phosphonamide derivatives bearing N-H bonds
10th Asian Textile Conference (ATC-10) , :p 84 2009(Sep.)
Author:Y. Morita, Y.Takii, A. Hamada, I. Yamamoto, T. Fujimoto


Relation between the Amount of Activity and Mental Functions in Elderly Healthy Subjects
10th international congress of the Asian confederation for physical therapy , :390 2008(Aug.)
Author:Shigeki TAKAHASHI, Toshikazu ITO, Chiharu SATO, Tomoya TAKAUCHI, Toru SAITO, Koji ABE, Tetsuya FUJIMOTO, Takayuki FUJIWARA


The explosive muscle strength of knee extension in healthy adult -Analysis of muscle strength and EMG by maximum entropy methods-
10th international congress of the Asian confederation for physical therapy , :233 2008(Aug.)
Author:Hisanori Sawaguchi, Akihisa Yoshikawa, Kazunori Morozumi, Takayuki Fujiwara, Tetsuya Fujimoto


Synthesis of Novel Dianhydrides from Cyclopentadiene and Their Polymerization
3rd International Conference on Advanced Fiber/Textile Materials 2005 in Ueda 2005
Author:T. Fujimoto, Z. Cui, I. Yamamoto


Catalytic asymmetric desymmetrization of cyclic meso-diols by the phosphinite derivatives of cinchona alkaloids
International Chemical Congress of Pacific Basin Society (PACIFICHEM) 2005
Author:T. Fujimoto, S. Mizuta, Y. Ohtsubo, I. Yamamoto


Asymmetric Desymmetrization of meso-1,3-Diols by Chiral Amino Phosphinite Organocatalysts
15th International Conference on Organic Synthesis (IUPAC ICOS-15) 2004
Author:S. Mizuta, H. Aida, T. Moriyama, T. Fujimoto, I. Yamamoto


Stereoselective Synthesis of Fused Cyclic Compounds by Tandem Reactions of Cyclic Oxosulfonium Ylides
13th International Conference on Chemistry of Phosphorus Compounds (ICCPC-XIII) 2002
Author:T. Fujimoto, H. Akiyama, A. Nabeshima, K. Ohshima, I. Yamamoto, A. Kakehi, R. Iriye


Total Synthesis of (+,-)-Epiaromadendrene by Diastereoselective Tandem Michael-Wittig Reactions Using Cyclic Phoshponium Salt
13th International Conference on Chemistry of Phosphorus Compounds (ICCPC-XIII) 2002
Author:T. Nagao, M. Isozaki, T. Fujimoto, I. Yamamoto


Diastereoselective synthesis of a hydroazulene derivative by tandem Michael-Wittig reactions
XVth International Coference on Phosphorus Chemistry (ICPC15) 2001
Author:T. Nagao, M. Isozaki, T. Fujimoto, I. Yamamoto


Stereoselective Synthesis of Medium-Sized Cyclic Compounds by Tandem Reactions of Cyclic Oxosulfonium Ylides with beta-Acetoxy-alpha-Methylene Ketone Derivatives
18th International Congress of Heterocyclic Chemistry (18th ICHC) 2001
Author:H. Akiyama, A. Nabeshima, T. Fujimoto, K. Ohshima, I. Yamamoto, A. Kakehi, R. Iriye


Diasteroselective synthesis of seven-membered cyclic enol ether derivatives by tandem Michael-Wittig reactions
International Chemical Congress of Pacific Basin Society (PACIFICHEM) 2000
Author:T. Nagao, T. Ichihashi, T. Suenaga, T. Fujimoto, I. Yamamoto, A. Kakehi, R. Iriye