REACTION OF IODOALKYLIDENE LACTONES WITH NUCLEOPHILES

被引：7

作者：

HAAIMA, G ^{[1
]}

MAWSON, SD ^{[1
]}

ROUTLEDGE, A ^{[1
]}

WEAVERS, RT ^{[1
]}

机构：

[1] UNIV OTAGO,DEPT CHEM,DUNEDIN,NEW ZEALAND

来源：

TETRAHEDRON | 1994年 / 50卷 / 11期

关键词：

D O I：

10.1016/S0040-4020(01)87032-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nucleophilic replacement of iodide from iodoalkylidene lactones provides a route to a variety of substituted alkylidene lactones. Trifluoromethyl, azido and phenylthio substituted systems are particularly accessible and reaction generally proceeds with predominant retention of the double bond configuration. A detailed GLC study of the stereoselectivity of phenylthiomethylene substitution is described. Reaction with dithiols leads to cyclic thioacetals.

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页码：3557 / 3570

页数：14

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