Asymmetric reduction of prochiral ketones with borane using chiral squaric amino alcohols derived from camphor as catalysts

A series of new chiral squaric amino alcohols derived from ( R)-(+)-camphor and squaric acid were synthesized, and applied to the enantioselective reduction of prochiral ketones with borane to give secondary alcohols with excellent enantiomeric excesses (up to 99%). ▪ A series of new chiral squaric...

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Bibliographic Details
Published in:Journal of molecular catalysis. A, Chemical Chemical, 2005-12, Vol.242 (1), p.57-61
Main Authors: Zou, Hai-Hua, Hu, Jian, Zhang, Ji, You, Jing-Song, Ma, Dan, Lü, Ding, Xie, Ru-Gang
Format: Article
Language:English
Subjects:
Asymmetric reduction
Borane
Camphor
Catalysis
Chemistry
Exact sciences and technology
General and physical chemistry
Ketone
Squaric acid
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
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Summary:A series of new chiral squaric amino alcohols derived from ( R)-(+)-camphor and squaric acid were synthesized, and applied to the enantioselective reduction of prochiral ketones with borane to give secondary alcohols with excellent enantiomeric excesses (up to 99%). ▪ A series of new chiral squaric amino alcohols derived from ( R)-(+)-camphor and squaric acid were synthesized, and applied to the enantioselective reduction of prochiral ketones with borane to give secondary alcohols with excellent enantiomeric excesses (up to 99%).
ISSN:1381-1169
1873-314X
DOI:10.1016/j.molcata.2005.07.020