PI-FACIAL STEREOSELECTIVITY IN THE DIELS-ALDER REACTIONS OF A RIGID CARBOCYCLIC DIENE - SPIRO(BICYCLO[2.2.1]HEPTANE-2,1'-[2,4]CYCLOPENTADIENE)

被引：15

作者：

BURNELL, DJ ^{[1
]}

VALENTA, Z ^{[1
]}

机构：

[1] UNIV NEW BRUNSWICK,DEPT CHEM,BAG SERV 45222,FREDERICTON E3B 6E2,NB,CANADA

来源：

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 1991年 / 69卷 / 01期

关键词：

FACIAL STEREOSELECTIVITY; DIELS-ALDER; CYCLOADDITION;

D O I：

10.1139/v91-028

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The plane-nonsymmetrical diene spiro(bicyclo[2.2.1]heptane-2,1'-[2,4]cyclopentadiene) (2) was synthesized, and the pi-facial stereoselectivity of its Diels-Alder cycloadditions with three cyclic dienophiles was examined. Adduct ratios were very similar, and the selectivity is surmised to be mainly the result of steric interactions at the transition state.

引用

页码：179 / 184

页数：6

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