Special Issue

Ryoji Noyori's Special Issues, Vol. 76, No. 2, 2008

63 data found. 61 - 63 listedFirst Previous
Note | Special issue | Vol 76, No. 2, 2008, pp. 1617 - 1625
Published online: 16th June, 2008
DOI: 10.3987/COM-08-S(N)91
Synthesis of Optically Active 1-Alkoxysilacyclopentane Derivatives

Kenichi Miyakawa, Eri Hamanishi, Koji Arimitsu, and Yukinori Nagao*

*Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science, 2641 Yamazaki, Noda, Chiba 278-8510, Japan

Abstract

The 1-chloro-2,5-dimethyl-1-phenyl-1-silacyclopentane was reacted with various optically active alcohols to give 1-alkoxysilacyclopentane derivatives, and some crystalline materials of the 1-alkoxysilacyclopentane derivatives could be separated from these stereoisomers for analysis by X-ray diffraction. Dimethyl-2,3-bis[(2,5-dimethyl-1-phenyl-1-silacyclopentyl)oxy]succinate and 2R-2-[(2,5-dimethyl-1-2-phenyl-1-silacyclopentyl)oxy]-1,1,2-triphenylethanol were synthesized.

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Note | Special issue | Vol 76, No. 2, 2008, pp. 1627 - 1632
Published online: 5th June, 2008
DOI: 10.3987/COM-08-S(N)106
Asymmetric Synthesis of the Antiepileptic Drug Levetiracetam

Tatsushi Imahori, Keisuke Omoto, Yumi Hirose, and Hiroki Takahata*

*Faculty of Pharmaceutical Sciences, Tohoku Pharmaceutical University, Sendai 981-8558, Japan

Abstract

Palladium-catalyzed asymmetric synthesis of levetiracetam of antiepileptic drug was expediently accomplished.

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Note | Special issue | Vol 76, No. 2, 2008, pp. 1633 - 1645
Published online: 12th June, 2008
DOI: 10.3987/COM-08-S(N)121
Catalytic Asymmetric Synthesis of (-)-Ritodrine Hydrochloride via Silyl Enol Ether Amination Using Dirhodium(II) Tetrakis[tetrafluorophthaloyl-(S)-tert-leucinate]

Masahiko Tanaka, Seiichi Nakamura, Masahiro Anada, and Shunichi Hashimoto*

*Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan

Abstract

A catalytic asymmetric synthesis of (-)-ritodrine hydrochloride was achieved, incorporating an enantioselective amination of (Z)-silyl enol ether derived from 4-benzyloxypropiophenone with [(2-nitrophenylsulfonyl)imino]phenyliodinane (NsN=IPh) and a chelation-controlled reduction of the ketone carbonyl group with Zn(BH4)2 as the key steps. The use of dirhodium(II) tetrakis[tetrafluorophthaloyl-(S)-tert-leucinate] as a catalyst produced the targeted α-amino ketone in 94% yield with 91% ee.

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63 data found. 61 - 63 listedFirst Previous