Synthesis of cis-3,4-diaryl α-methylene-γ-butyrolactams via sonochemical Barbier-type reaction

被引：19
|
作者：
Lee, Adam Shih-Yuan [1 ]
Chang, Yu-Ting [1 ]
机构：
[1] Tamkang Univ, Dept Chem, Taipei 251, Taiwan
来源：
TETRAHEDRON LETTERS | 2010年 / 51卷 / 29期
关键词：
STRUCTURE-BASED DESIGN; CATALYZED CARBONYLATION; MICROBIAL METABOLITE; LACTAMS; REAGENTS; LACTONES; 2-(BROMOMETHYL)ACRYLATES; LACTACYSTIN;
D O I：
10.1016/j.tetlet.2010.05.057
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A series of cis-3,4-diaryl alpha-methylene-gamma-butyrolactams were synthesized by the addition reaction of 3-phenylallyl bromide with N-tosyl aldimine via sonochemical Barbier-type reaction condition and then followed by the in situ intramolecular amidation. The cis-3,4-diaryl alpha-methylene-gamma-butyrolactam was obtained as the sole regio- and stereoisomeric product when N-tosyl aldimine was used as the substrate whereas the monoaryl alpha-methylene-gamma-butyrolactam was also generated when N-phenyl aldimine was used. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3800 / 3802
页数：3
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