FORMATION OF CYCLOPENTANES FROM DELTA-ETHYLENE MALONATES BY CATALYSIS IN PALLADIUM(0) - STEREOCHEMISTRY AND MECHANISM

被引：42
作者：
BALME, G
BOUYSSI, D
FAURE, R
GORE, J
VANHEMELRYCK, B
机构：
[1] ATOCHEM,CRRA,F-69310 PIERRE BENITE,FRANCE
[2] UNIV LYON 1,CHIM ANALYT LAB 2,F-69622 VILLEURBANNE,FRANCE
来源：
TETRAHEDRON | 1992年 / 48卷 / 19期
关键词：
D O I：
10.1016/S0040-4020(01)88469-6
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The treatment of the enolate of a delta-ethylenic malonate with an unsaturated iodide in the presence of a Palladium(O) complex leads stereospecifically to a cyclopentane with the simultaneous formation in a trans fashion of the two carbon-carbon bonds. All the results authorize to conclude that this cyclisation occurs by nucleophilic attack of the enolate onto the double bond activated by the sigma-palladic unsaturated species.
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页码：3891 / 3902
页数：12
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