SYNTHESIS OF HOMOALLYLIC SULFIDES AND SELENIDES BY LEWIS ACID MEDIATED DISPLACEMENT-REACTIONS OF SULFONES

被引：20
作者：
SIMPKINS, NS
机构：
[1] Department of Chemistry, University of Nottingham, Nottingham, NG7 2RD England, University Park
来源：
TETRAHEDRON | 1991年 / 47卷 / 02期
关键词：
D O I：
10.1016/S0040-4020(01)80928-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A number of alpha-seleno- and alpha-thio-substituted sulphones have been prepared, and subsequently reacted with allytrimethylsilane, using EtAlCl2 as Lewis acid, to give homoallylic selenides or sulphides respectively. Some unsaturated substrates underwent an alternative cyclisation reaction to give substituted cyclohexane products, whereas in one case the use of a trimethylsilyloxydiene in place of allyltrimethylsilane gave a dione product arising from tandem substitution-Diels-Alder reaction.
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页码：323 / 332
页数：10
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