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PIG-LIVER ALCOHOL-DEHYDROGENASE CATALYZED STEREOSELECTIVE REDUCTION OF CAGE-SHAPED KETONES - PREPARATION OF AXIALLY CHIRAL (-)-(R)-ADAMANTANE-2,6-DIOL WITH HIGH ENANTIOMERIC PURITY
被引：3
|作者：
HIROSE, Y
OKUTSU, M
ANZAI, M
NAEMURA, K
CHIKAMATSU, H
机构：
[1] Department of Chemistry, Faculty of Engineering Science, Osaka University, Toyonaka
来源：
关键词：
D O I：
10.1039/p19920000317
中图分类号：
O62 [有机化学];
学科分类号：
070303 ;
081704 ;
摘要：
In a study of the stereoselective reductions of various cage-shaped ketones catalysed by pig liver alcohol dehydrogenase (PLADH), a typical axially chiral diol, (-)-(R)-adamantane-2,6-diol 12a with high enantiomeric purity was prepared by asymmetric reduction of keto ester 11d; based on this a new, remarkable function of the active site of the enzyme, which serves to enhance the stereoselectivity of the reaction is suggested.
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页码：317 / 319
页数：3
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