HIGH EXOSELECTIVITY IN DIELS-ALDER ADDITIONS OF ALPHA-VINYLIDENE AND ALPHA-METHYLENE-GAMMA-BUTYROLACTONES TO CYCLOPENTADIENE

被引：46

作者：

FOTIADU, F ^{[1
]}

MICHEL, F ^{[1
]}

BUONO, G ^{[1
]}

机构：

[1] ECOLE SUPER CHIM MARSEILLE,CNRS,LAB 1410,AV ESCADRILLE NORMANDIE NIEMEN,F-13397 MARSEILLE 13,FRANCE

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 34期

关键词：

D O I：

10.1016/S0040-4039(00)97753-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Regardless of the conditions, catalytic or thermal, lactones 1 and 8 undergo kinetically controlled Diels-Alder cycloadditions to cyclopentadiene with pronounced exoselectivity. The activation parameters are reported for both reactions. It is suggested that such exoselectivity is a general property of conformationally rigid cyclic cisoid dienophiles. © 1990.

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页码：4863 / 4866

页数：4

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