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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.