Regioselective rhodium-catalyzed allylic alkylation/ring-closing metathesis approach to carbocycles

被引:22
作者
Evans, PA [1 ]
Kennedy, LJ
机构
[1] Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
[2] Univ Delaware, Dept Chem & Biochem, Newark, DE 19716 USA
基金
美国国家卫生研究院;
关键词
rhodium-catalyzed; allylic alkylation; metathesis; vicinal quaternary and ternary carbon stereogenic carbons;
D O I
10.1016/S0040-4039(01)01467-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of the allylic carbonates 1a-c with the sodium anion of the alpha -substsituted malonates (n=0-2) and Wilkinson's catalyst modified with with a triorganophosphite, furnished the allylic alkylation products 2/3a-1 in 83 97% yield, favoring 2a-i. The dienes 2a-i were then subjected to ring-closing metathesis using either I or II. to afford the carbocycles 4a-i in 79-99% yield. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7015 / 7018
页数:4
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