DIASTEREOSELECTIVITY IN THE OSMIUM TETRAOXIDE PROMOTED DIHYDROXYLATION OF CHIRAL (E)-CROTYLSILANES - ASYMMETRIC-SYNTHESIS OF SILYL-FUNCTIONALIZED GAMMA-LACTONES

被引:35
作者
PANEK, JS
ZHANG, J
机构
[1] Department of Chemistry, Metcalf Center for Science and Engineering, Boston University, Boston
关键词
D O I
10.1021/jo00054a002
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The catalytic osmylation of enantiomerically enriched (E)-crotylsilanes (2S,3R)-1 and (2R,3R)-2 containing a homoallylic, nitrogen-bearing stereocenter proceeds with good to high levels of diastereoselection generating silyl-functionalized trans-4,5 substituted gamma-lactones 3 and 5 as the major diastereomers.
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收藏
页码:294 / 296
页数:3
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