Two-carbon ring expansion of β-lactams via N(1)-C(4) cleavage reactions

被引:12
作者
Cabell, LA [1 ]
McMurray, JS [1 ]
机构
[1] Univ Texas, MD Anderson Canc Ctr, Dept Neurooncol, Houston, TX 77030 USA
关键词
D O I
10.1016/S0040-4039(02)00318-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The base-catalyzed ring opening of 4-(4'-hydroxyphenyl)-azetidine-2-ones with potassium tert-butoxide in the presence of tert-butyl methyl malonate gave 1,3,4,5-substituted glutarimides in a simple and efficient manner. The glutarimides were formed stereo selectively depending on the size or the 3-substituent of the beta-lactam. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2491 / 2493
页数:3
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