Preparation of highly optically pure homochiral sulfide‐containing alcohols via oxazaborolidine‐catalyzed asymmetric borane reduction of ketones | Zendy

Xu Jiaxi | Zendy; Wei Tiezheng | Zendy; Xia Jiakun | Zendy; Zhang Qihan | Zendy; Wu Hesong | Zendy

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Preparation of highly optically pure homochiral sulfide‐containing alcohols via oxazaborolidine‐catalyzed asymmetric borane reduction of ketones

Author(s) -

Xu Jiaxi,

Wei Tiezheng,

Xia Jiakun,

Zhang Qihan,

Wu Hesong

Publication year - 2004

Publication title -

chirality

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.43

H-Index - 77

eISSN - 1520-636X

pISSN - 0899-0042

DOI - 10.1002/chir.20048

Subject(s) - chemistry , borane , sulfide , catalysis , optically active , reduction (mathematics) , enantioselective synthesis , organic chemistry , combinatorial chemistry , geometry , mathematics

Highly optically pure homochiral 1‐(4‐alkylthiophenyl) alcohols were prepared efficiently and practically via the oxazaborolidine‐catalyzed asymmetric borane reduction of prochiral ketones in toluene at 25°C. The coordination of the sulfur atom in the ketones to the boron atom in the catalyst and borane can be inhibited under these reduction conditions. Chirality 16:341–346, 2004 . © 2004 Wiley‐Liss, Inc.

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