The use of tert-butyl vinyl ether in stepwise electrophilic addition reactions

被引：4

作者：

Koikov, LN ^{[1
]}

Han, MM ^{[1
]}

Wellman, DM ^{[1
]}

Kelly, JA ^{[1
]}

Smoliakova, IP ^{[1
]}

机构：

[1] Univ N Dakota, Dept Chem, Grand Forks, ND 58202 USA

来源：

SYNTHETIC COMMUNICATIONS | 2000年 / 30卷 / 18期

关键词：

D O I：

10.1080/00397910008086984

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

tert-Butyl vinyl ether (1) reacts with p-TolSCl to give 2-tert-butoxy-2-chloroethyl p-tolyl sulfide (2). In the presence of SnCl4, 2 reacts with silyl enol ethers, allyltrimethylsilane, and vinyl ethers to form a C-C bond. In the case of vinyl ethers, the reaction proceeds through the formation of the 5-membered sulfonium salt intermediate which in turn can react with H2O, TMSCN, allyltrimethylsilane, and Grignard reagents.

引用

页码：3451 / 3464

页数：14

共 32 条

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