Metallic salt promoted radical cyclization of β-keto carboxamides and their corresponding β-enamino carboxamides

被引：41

作者：

Cossy, J ^{[1
]}

Bouzide, A ^{[1
]}

Leblanc, C ^{[1
]}

机构：

[1] Ecole Super Phys & Chim Ind, Chim Organ Lab, CNRS, F-75231 Paris 05, France

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2000年 / 65卷 / 22期

关键词：

D O I：

10.1021/jo000084u

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Substituted lactams and spirolactams were obtained by Mn(III)-induced radical cyclization of unsaturated beta -keto carboxamides. Treatment of the corresponding tertiary enamines under similar reaction conditions and in the presence of K2CO3 afforded the same cyclized products but with inversion of diastereoselectivity. The oxidation of optically pure secondary enamines leads to diastereomeric spirolactams in an approximately 3:1 ratio.

引用

页码：7257 / 7265

页数：9

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