A steric control of regioselectivity in palladium-catalyzed cyclizations of alkenes bearing arylbromides and nucleophiles

被引:30
作者
Bruyere, D
Gaignard, G
Bouyssi, D
Balme, G
Lancelin, JM
机构
[1] UNIV LYON 1,CPE,CNRS,LAB CHIM ORGAN 1,F-69622 VILLEURBANNE,FRANCE
[2] UNIV LYON 1,CNRS,LAB RMN BIOMOL,CPE,F-69622 VILLEURBANNE,FRANCE
关键词
D O I
10.1016/S0040-4039(96)02442-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The stereocontrolled synthesis of tricyclic compounds through an efficient and highly regioselective 5-exo-trig palladium catalyzed biscyclization process is reported, starting from compounds 1. The 6-endo competing cyclization can also be the only pathway leading to trans-octahydrophenanthrene. In this finely balanced competition, it appeared that the B-endo to 5-exo ratio is dependent upon the size of the nucleophilic part of the starting material. (C) 1997, Published by Elsevier Science Ltd.
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页码:827 / 830
页数:4
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