ELECTROSTATIC VS ORBITAL CONTROL IN PI-FACIAL DIASTEREOSELECTION - A PM3 SCF-MO STUDY OF ELECTROPHILIC REACTIVITY IN 7-METHYLENENORBORNANES

被引：27

作者：

BROUGHTON, HB ^{[1
]}

GREEN, SM ^{[1
]}

RZEPA, HS ^{[1
]}

机构：

[1] UNIV LONDON IMPERIAL COLL SCI TECHNOL & MED,DEPT CHEM,LONDON SW7 2AY,ENGLAND

来源：

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS | 1992年 / 14期

关键词：

D O I：

10.1039/c39920000998

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

PM3 calculations indicate that pi-facial diastereoselection in the reaction between 2,3-endo-substituted 7-methylenenorbornanes and electrophiles such as Hg(OR)2 or I+ is determined by electrostatic asymmetry whereas the reaction with BH3 is controlled by orbital interactions.

引用

页码：998 / 1000

页数：3

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