An efficient synthesis of β,γ,γ-trisubstituted-α-diethoxyphosphoryl-γ-lactams: a convenient approach to α-methylene-γ-lactams

被引:11
作者
Deredas, Dariusz [1 ]
Albrecht, Lukasz [1 ]
Krawczyk, Henryk [1 ]
机构
[1] Tech Univ Politech, Inst Organ Chem, PL-90924 Lodz, Poland
关键词
Michael addition; Olefination; alpha-Diethoxyphosphoryl-gamma-lactams; alpha-Methylene-gamma-lactams; 1,1,3,3-Tetramethylguanidine; BAYLIS-HILLMAN ADDUCTS; CYTOTOXIC EVALUATION; LACTONES; ACID;
D O I
10.1016/j.tetlet.2013.03.130
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A general and efficient method for the preparation of beta,gamma,gamma-trisubstituted-alpha-phosphono-gamma-lactams is presented for the first time. This approach is based on the Michael addition of diethyl acetamidomalonate to methyl (E)-3-aryl-2-(diethoxyphosphoryl)acrylates. Application of the phosphono-lactams obtained for the preparation of alpha-methylene-gamma-lactams is also reported. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:3088 / 3090
页数:3
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