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
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
收藏
页码:3451 / 3464
页数:14
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