A convenient preparation of mixed allylic and allenic thiosulfinates

被引：7

作者：

Braverman, S ^{[1
]}

Pechenick, T ^{[1
]}

Gottlieb, HE ^{[1
]}

Sprecher, M ^{[1
]}

机构：

[1] Bar Ilan Univ, Dept Chem, IL-52900 Ramat Gan, Israel

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 44期

基金：

以色列科学基金会;

关键词：

alkynes; alkenes; allenes; chloroalkoxy disulfides; thiosulfinates; 2,3]-sigmatropic rearrangements;

D O I：

10.1016/j.tetlet.2004.09.017

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first successful preparation of propargylic and allylic chloroalkoxy disulfides in high yields is reported. Facile 1,4-electrophilic addition of these to 2,3-dimethyl-1,3-butadiene, followed by [2,3]-sigmatropic rearrangements affords mixed allyl allenic and bis-allylic thiosulfinates, respectively. Due to their similarity to allicin, the latter are of potential biological interest. (C) 2004 Elsevier Ltd. All rights reserved.

引用

收藏

页码：8235 / 8238

页数：4

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