SYNTHETIC METHODS AND REACTIONS .71. CHLOROTRIMETHYLSILANE LITHIUM SULFIDE AND TERT-BUTYLDIMETHYLSILYL CHLORIDE LITHIUM SULFIDE, MILD AND EFFICIENT SILYLATING REAGENTS

被引：142

作者：

OLAH, GA ^{[1
]}

GUPTA, BGB ^{[1
]}

NARANG, SC ^{[1
]}

MALHOTRA, R ^{[1
]}

机构：

[1] UNIV SO CALIF,DEPT CHEM,LOS ANGELES,CA 90007

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 24期

关键词：

D O I：

10.1021/jo01338a011

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A mixture of chlorotrimethylsilane/lithium sulfide (sodium sulfide) is found to be a remarkably powerful silylating agent. Silylation of alcohols can be carried out at room temperature under essentially neutral conditions to afford quantitative yields of silyl ethers. This reagent has also been utilized in the preparation of related fert-butyl dimethylsilyl ethers. Nitrocyclohexanes give silyl nitronates under the reaction conditions. Carbonyl compounds can be transformed into silyl enol ethers in the presence of triethylamine. © 1979, American Chemical Society. All rights reserved.

引用

页码：4272 / 4275

页数：4

共 23 条

[11] QUATERNARY AMMONIUM ENOLATES AS SYNTHETIC INTERMEDIATES - TRIMETHYLSILYLACETATE - NEW CLASS OF SILYLATING REAGENT FOR KETONES AND ALCOHOLS [J].