OXYMERCURATION OF STRAINED OLEFINS . EFFECT OF SYN-7 SUBSTITUENTS

被引：54

作者：

TIDWELL, TT

TRAYLOR, TG

机构：

[1] Department of Chemistry, Revelle College, University of California at San Diego, La Jolla, California

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1968年 / 33卷 / 07期

关键词：

D O I：

10.1021/jo01271a002

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Oxymercuration of 1,4,7,7-tetramethylnorbornene produces 100% cis-exo product. Furthermore, syn-7-bromonorbornene oxymercurates completely cis-exo. These results are a strong indication that cis-exo electrophilic additions to norbornenes do not result from steric hindrance toward endo attack. Since the highly predominant exo attack on norbornenes by electrophiles is not of steric origin, it is concluded that it is an electronic effect. © 1968, American Chemical Society. All rights reserved.

引用

页码：2614 / &

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