The 2-(N,N-dimethylamino)phenylsulfinyl group as an efficient chiral auxiliary in intramolecular Heck reactions

被引：26

作者：

Buezo, ND ^{[1
]}

Mancheño, OG ^{[1
]}

Carretero, JC ^{[1
]}

机构：

[1] Univ Autonoma Madrid, Fac Ciencias, Dept Quim Organ, Madrid 28049, Spain

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 10期

关键词：

D O I：

10.1021/ol005779w

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] The synthesis, reactivity, and stereochemical behavior of differently substituted iodoalkenyl alpha,beta-unsaturated sulfoxides in intramolecular Heck reaction is described. Particularly, the 2-(N,N dimethylamino)phenylsulfinyl group is demonstrated to be an effective chiral auxiliary for the intramolecular Heck reaction of 2-iodo-1,6-(or 1,7)dienes. A desulfinylation sequence removes the auxiliary and yields cyclic compounds of high enantiopurity.

引用

页码：1451 / 1454

页数：4

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