THE TYPE-2 INTRAMOLECULAR IMINO DIELS-ALDER REACTION - SYNTHESIS AND STRUCTURAL CHARACTERIZATION OF BICYCLO[N.3.1] BRIDGEHEAD OLEFIN BRIDGEHEAD LACTAMS

被引：76

作者：

LEASE, TG ^{[1
]}

SHEA, KJ ^{[1
]}

机构：

[1] UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1993年 / 115卷 / 06期

关键词：

D O I：

10.1021/ja00059a022

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The type 2 imino Diels-Alder cycloaddition was used for the synthesis of a homologous series of bridgehead olefin/bridgehead lactams. The X-ray crystal structures of three members of this series, including the highly strained 2-carbomethoxy-8-oxo-2-azabicyclo[3.3.1]non-4-ene, were obtained. An analysis of the structural data permits evaluation of the responses of the bridgehead double bond and bridgehead amide linkages to similar torsional distortions.

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页码：2248 / 2260

页数：13

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