A NOVEL AND EFFICIENT GENERATION OF FUNCTIONALIZED VINYLCOPPER REAGENTS AND THEIR REACTIONS WITH ELECTROPHILES - SYNTHESIS OF BETA-METHYLTHIOBUTENOLIDES

被引：8

作者：

HOJO, M ^{[1
]}

HARADA, H ^{[1
]}

HOSOMI, A ^{[1
]}

机构：

[1] UNIV TSUKUBA, DEPT CHEM, TSUKUBA, IBARAKI 305, JAPAN

来源：

CHEMISTRY LETTERS | 1994年 / 03期

关键词：

D O I：

10.1246/cl.1994.437

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Ketene dithioacetals bearing an alkoxycarbonyl group at 2-position are effectively reduced by two equimolar amounts of dimethylcuprate derived from methyllithium and cuprous cyanide to yield the corresponding functionalized vinylcopper species. These organocopper species are efficiently trapped by carbon electrophiles. Formal substitution reactions of a methylthio group in ketene dithioacetals by electrophiles can be attained by one-pot operation. Synthesis of beta-thiobutenolides was also achieved.

引用

页码：437 / 440

页数：4

共 11 条

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