A STEREOSELECTIVE CIS-ENYNE SYNTHESIS USING VINYL SULFONE CHEMISTRY

被引：12
作者：
HOLMES, AB
POOLEY, GR
机构：
[1] University Chemical Laboratory, Cambridge, CB2 1EW, Lensfield Road
来源：
TETRAHEDRON | 1992年 / 48卷 / 37期
关键词：
CIS-ENYNE; VINYL SULFONE; VINYL ANION; DESULFONYLATION;
D O I：
10.1016/S0040-4020(01)80456-7
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The trans-sulfonyl enyne 8 was deprotonated using lithium diisopropylamide to provide a cis-enyne anion which was coupled with a variety of carbonyl compounds to provide, in high yields, a range of silyl-protected phenylsulfonyl enynes. These were desulfonylated in good yields to provide silyl protected terminal cis-enynes. Both these processes were shown to proceed with very good cis-selectivity.
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收藏
页码：7775 / 7792
页数：18
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