Catalytic asymmetric one-pot synthesis of α-methylene-γ-lactams

被引:34
作者
Companyo, Xavier [1 ]
Geant, Pierre-Yves [3 ]
Mazzanti, Andrea [2 ]
Moyano, Albert [1 ]
Rios, Ramon [1 ,3 ]
机构
[1] Univ Barcelona, Fac Quim, Dept Quim Organ, E-08028 Barcelona, Catalonia, Spain
[2] Univ Bologna, Sch Sci, Dept Ind Chem Toso Montanari, I-40136 Bologna, Italy
[3] Univ Southampton, Sch Chem, Southampton SO17 1BJ, Hants, England
关键词
Organocatalysis; Lactams; Asymmetric synthesis; One-pot reaction; Morita-Baylis-Hillman; BAYLIS-HILLMAN CARBONATES; STEREOCONTROLLED SYNTHESIS; SESQUITERPENE LACTONES; HELENALIN; CONSTRUCTION; CYCLIZATION; ESTERS; ROUTE;
D O I
10.1016/j.tet.2013.11.028
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An organocatalytic enantioselective synthesis of alpha-methylene-gamma-lactams has been developed. The reaction between protected 2-aminomalonates and Morita-Baylis-Hillman carbonates is catalyzed by chiral Lewis bases to afford the corresponding lactams in excellent yields and moderate to good enantioselectivities, after work-up. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:75 / 82
页数:8
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