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
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.
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页码:4272 / 4275
页数:4
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