HIGHLY DIASTEREOSELECTIVE [2+2] CYCLOADDITIONS VIA CHELATION CONTROL - ASYMMETRIC-SYNTHESIS OF BETA-LACTONES

被引:28
作者
ZEMRIBO, R [1 ]
ROMO, D [1 ]
机构
[1] TEXAS A&M UNIV,DEPT CHEM,COLLEGE STN,TX 77843
关键词
D O I
10.1016/0040-4039(95)00716-P
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Chelation controlled [2+2] cycloadditions of trimethylsilylketene to chiral alpha- and beta-benzyloxyaldehydes followed by desilylation provides a highly diastereoselective route to functionalized beta-lactones. Several Lewis acids were examined and MgBr2 . Et(2)O was found to give the highest diastereoselectivities and yields.
引用
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页码:4159 / 4162
页数:4
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