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Enantioselective Borohydride Reduction Catalyzed by Optically Active Cobalt Complexes
Author(s) -
Yamada Tohru,
Nagata Takushi,
Sugi Kiyoaki D.,
Yorozu Kiyotaka,
Ikeno Taketo,
Ohtsuka Yuhki,
Miyazaki Daichi,
Mukaiyama Teruaki
Publication year - 2003
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200304794
Subject(s) - enantioselective synthesis , borohydride , catalysis , chemistry , kinetic resolution , optically active , alcohol , combinatorial chemistry , hydrosilylation , organic chemistry , methanol , cobalt , ligand (biochemistry) , biochemistry , receptor
The highly enantioselective borohydride reduction of aromatic ketones or imines to the corresponding alcohols was developed in the presence of a catalytic amount of an optically active cobalt( II ) complex catalyst. This enantioselective reduction is carried out using a precisely premodified borohydride with alcohols such as tetrahydrofurfuryl alcohol, ethanol and methanol. High optical yields are obtained by choosing the appropriate alcohol as modifiers and a suitable β ‐ketoiminato ligand of the catalyst. The enantioselective borohydride reduction has been successfully applied to the preparation of optically active 1,3‐diols, the stereoselective reduction of diacylferrocenes, and dynamic and/or kinetic resolution of 1,3‐dicarbonyl compounds.