ALKOXYMETHYLTHIOMETHYLSILANES AS A SYNTHETIC EQUIVALENT OF THIOCARBONYL YLIDES - SYNTHESIS OF 1,3-OXATHIOLANES AND TETRAHYDROTHIOPHENES

被引：5

作者：

HOJO, M ^{[1
]}

OHKUMA, M ^{[1
]}

HOSOMI, A ^{[1
]}

机构：

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

来源：

CHEMISTRY LETTERS | 1992年 / 06期

关键词：

D O I：

10.1246/cl.1992.1073

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Alkoxymethylthiomethylsilanes, easily prepared, react nucleophilically with aldehydes by the action of fluoride ion and electrophilically with silyl enol ethers in the presence of a Lewis acid. These products can be converted to 1,3-oxathiolanes by acid catalysis and tetrahydrothiophenes by fluoride ion-promoted intramolecular alkylthiomethylation, respectively. By both sequential reactions alkoxymethylthiomethylsilanes serve as substituted thiocarbonyl ylide synthons.

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页码：1073 / 1076

页数：4

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