DIASTEREOFACIAL SELECTIVITY IN DIELS-ALDER REACTIONS OF BUTA-1,3-DIENES HAVING STEREOGENIC ALLYLIC HETEROATOM SUBSTITUENTS AT THE C-2 POSITION

被引：27

作者：

HATAKEYAMA, S ^{[1
]}

SUGAWARA, K ^{[1
]}

TAKANO, S ^{[1
]}

机构：

[1] TOHOKU UNIV,INST PHARMACEUT,SENDAI,MIYAGI 980,JAPAN

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1992年 / 13期

关键词：

D O I：

10.1039/c39920000953

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Diels-Alder reactions of ten 2-substituted buta-1,3-dienes 1a-j with N-phenylmaleimide were examined under various conditions, demonstrating that an allylic heteroatom substituent at the C-2 position exerts significant directing effect on diastereofacial selection and also that the diastereofacial selectivity can be enhanced by use of 5 mol dm-3 LiClO4-Et2O as a reaction medium.

引用

页码：953 / 955

页数：3

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