Reactions of α,β-enones with diazo compounds part 3 on the nature of the 1,5-ring closure of α,β-enone ylides

被引：22

作者：

Anaç, O ^{[1
]}

Özdemir, AD ^{[1
]}

Sezer, Ö ^{[1
]}

机构：

[1] Istanbul Tech Univ, Dept Chem, Fac Sci, TR-80626 Istanbul, Turkey

来源：

HELVETICA CHIMICA ACTA | 2003年 / 86卷 / 02期

关键词：

Steric effects;

D O I：

10.1002/hlca.200390030

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Carbonyl ylides arising from ethyl acetodiazoacetate/dimethyl diazomalonate and a,beta-enones with mainly s-cis conformations underwent disrotatory cyclization to produce dihydrofuran derivatives. This process proved to be sensitive to steric effects. The corresponding ylides arising from rather s-trans a,beta-enals yielded dioxole derivatives. The mechanisms of the reactions are discussed.

引用

页码：290 / 298

页数：9

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