PREPARATION OF OPTICALLY-ACTIVE KETONES VIA ENANTIOFACE-DIFFERENTIATING PROTONATION OF PROCHIRAL ENOLATES

被引:57
作者
MATSUMOTO, K [1 ]
OHTA, H [1 ]
机构
[1] KEIO UNIV,DEPT CHEM,YOKOHAMA,KANAGAWA 223,JAPAN
关键词
D O I
10.1016/S0040-4039(00)92293-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Enantioselective protonation of the prochiral lithium enolate (2) of 2-benzylcyclohexanone (3) was developed. Reaction of 2 with methyl (S)-alpha-hydroxyisocaproate (15) as a chiral proton source afforded (R)-3 in a high optical yield. This reaction is widely applicable to the preparation of various alpha-substituted optically active ketones.
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页码:4729 / 4732
页数:4
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