Efficient room temperature copper(I) mediated 5-endo radical cyclisations

被引:55
作者
Clark, AJ [1 ]
Dell, CP
Ellard, JM
Hunt, NA
McDonagh, JP
机构
[1] Univ Warwick, Dept Chem, Coventry CV4 7AL, W Midlands, England
[2] Lilly Res Ctr Ltd, Windlesham GU20 6PH, Surrey, England
关键词
D O I
10.1016/S0040-4039(99)01806-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of bromo-enamides with catalytic Cu(Me-6-trien)Br at room temperature furnishes regioisomeric mixtures of unsaturated pyrrolidinones in a highly efficient manner via an initial 5-endo radical cyclisation reaction followed by an oxidation and elimination of H+. Bromo-enamide 3f furnishes the beta-lactam via a 4-exo cyclisation pathway. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:8619 / 8623
页数:5
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