UNUSUAL STEREOSELECTIVITY IN THE DIELS-ALDER ADDITION OF CYCLOPENTADIENE WITH THE BICYCLO[2.2.2]OCTENE NUCLEUS

被引：16

作者：

WILLIAMS, RV ^{[1
]}

TODIME, MMR ^{[1
]}

ENEMARK, P ^{[1
]}

VANDERHELM, D ^{[1
]}

RIZVI, SK ^{[1
]}

机构：

[1] UNIV OKLAHOMA,DEPT CHEM,NORMAN,OK 73019

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 24期

关键词：

D O I：

10.1021/jo00076a039

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cyclopentadiene adds to the substituted and electronically activated double bond of bicyclo[2.2.2]octa-2,5-diene-2,3-dicarboxylic anhydride with pronounced endo selectivity. Only two of the four possible stereoisomers were formed. The stereochemical course of the reaction was determined by X-ray crystallography and by a combination of chemical and spectroscopic techniques.

引用

页码：6740 / 6744

页数：5

共 23 条

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