Versatile synthesis of bicyclo[4.3.0]nonenes and bicyclo[4.4.0]decenes by a domino Heck-Diels-Alder reaction

被引：66

作者：

Ang, KH ^{[1
]}

Brase, S ^{[1
]}

Steinig, AG ^{[1
]}

Meyer, FE ^{[1
]}

Llebaria, A ^{[1
]}

Voigt, K ^{[1
]}

deMeijere, A ^{[1
]}

机构：

[1] UNIV GOTTINGEN, INST ORGAN CHEM, D-37077 GOTTINGEN, GERMANY

来源：

TETRAHEDRON | 1996年 / 52卷 / 35期

关键词：

D O I：

10.1016/0040-4020(96)00639-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Various 2-bromo-1,6- and 2-bromo-1,7-dienes were cyclized under palladium catalysis producing vicinal exodimethylenecycloalkanes which reacted with dienophiles (either present during the cyclization or added afterwards in a one-pot process) to give bicyclo[4.3.0]nonene and bicyclo[4.4.0]decene derivatives in good to excellent yields. Among the examples reported are the first cases of intramolecular Heck reactions with a (bromomethylene)cyclopropane starter or/and a methylenecyclopropane terminator which occur without ring opening of the cyclopropyl group. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：11503 / 11528

页数：26

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