CYCLOCARBONYLATION OF 1,6-ENYNES PROMOTED BY IRON CARBONYLS

被引:74
作者
PEARSON, AJ
DUBBERT, RA
机构
[1] Department of Chemistry, Case Western Researve University, Cleveland
关键词
D O I
10.1021/om00017a024
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Iron carbonyls have been found to promote the cyclocarbonylation of 1,6-enynes to give cyclopentenones in good yield. The reaction is essentially the same as the intramolecular Pauson-Khand reaction. The best results were obtained using allyl propargyl ethers as substrates. Isomerization of the alkene moiety competes with cyclization in some cases, leading to reduced yields. Stereoselectivity comparable with that obtained in the Pauson-Khand reaction was observed during the cyclization of alkoxy-substituted enynes; this stereoselectivity appears to be kinetic rather than thermodynamic.
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页码:1656 / 1661
页数:6
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