STEREOCONTROLLED CONSTRUCTION OF 6 BULLET 5 BULLET 6 AND 5 BULLET 5 BULLET 6 RING-SYSTEMS BY RADICAL TANDEM CYCLIZATION

被引：35

作者：

ALBRECHT, U

WARTCHOW, R

HOFFMANN, HMR

机构：

[1] UNIV HANOVER,INST ORGAN CHEM,SCHNEIDERBERG 1B,W-3000 HANNOVER,GERMANY

[2] UNIV HANOVER,INST ANORGAN CHEM,W-3000 HANNOVER,GERMANY

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1992年 / 31卷 / 07期

关键词：

D O I：

10.1002/anie.199209101

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A 6-endo-digonal cyclization not observed before in radical chemistry forms one part of the tandem cyclization of enynes like 1 to tricycles like 2. The stereochemical course of this reaction was analyzed in detail by, for instance, the use of starting materials with well-defined configurations and X-ray structural analysis of the products. Thus the formation of 2 from 1 requires a transition state in a boat configuration with pseudoaxial propargyl side chains.

引用

页码：910 / 913

页数：4

共 21 条

[1]

ALBRECHT UT, 1991, THESIS U HANNOVER

[2] REGIO-SELECTIVITY AND STEREO-SELECTIVITY OF ALKENYL RADICAL RING-CLOSURE - A THEORETICAL-STUDY [J].