DIASTEREOSELECTIVE ADDITION OF ORGANOMETALLICS TO ALPHA-KETO ESTERS BEARING CHIRO-INOSITOL DERIVATIVES AS CHIRAL AUXILIARIES

被引:38
作者
AKIYAMA, T
NISHIMOTO, H
ISHIKAWA, K
OZAKI, S
机构
关键词
D O I
10.1246/cl.1992.447
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The nucleophilic addition of organometallics to alpha-keto esters derived from (1L)-1,2:5,6-di-O-cyclohexylidene-3-t-butyldimethylsilyl-chiro-inositol afforded the corresponding alpha-hydroxy esters of high diastereomeric excess (up to 98% de). Grignard reagents attacked from re-face, while organolithium reagents preferred si-face attack.
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页码:447 / 450
页数:4
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