Diene-dienophile dual reactivity of conjugated vinyl sulfines

被引：10

作者：

Braverman, S ^{[1
]}

Grinstein, D ^{[1
]}

Gottlieb, HE ^{[1
]}

机构：

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

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1998年 / 01期

关键词：

D O I：

10.1039/a704473i

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The discovery of a new and facile synthesis of alpha,beta-unsaturated thioaldehyde S-oxides has enabled the exploration of the diene-dienophile reactivity of these novel heterocumulenes. Unlike some previous reports, the addition of (Z)-beta,beta-dimethylvinyl and (Z)-beta-styryl sulfines to either cyclic or acyclic dienes proceeds in a non-stereospecific manner, yielding three stereoisomers. In contrast, the latter sulfine reacts as a diene with norbornene and other dienophiles to give a single product.

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页码：103 / 107

页数：5

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