Regioselective addition of 1,3-dicarbonyl dianion to N-sulfonyl aldimines:: an expedient route to N-sulfonyl piperidines and N-sulfonyl azetidines

被引：19
|
作者：
Ghorai, Manas K. [1 ]
Kumar, Amit [1 ]
Halder, Sandipan [1 ]
机构：
[1] Indian Inst Technol, Dept Chem, Kanpur 208016, Uttar Pradesh, India
来源：
TETRAHEDRON | 2007年 / 63卷 / 22期
关键词：
1,3-Dianion; beta-keto ester; beta-dicarbonyl; delta-amino-beta-keto ester; delta-amino-beta-diketone; piperidine; azetidine;
D O I：
10.1016/j.tet.2007.03.081
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A simple route for the synthesis of delta-amino-beta-keto esters and delta-amino-beta-diketones is reported. This involves regioselective addition of 1,3-dianions derived from ethyl acetoacetate and acetyl acetone to N-sulfonyl aldimines. The delta-amino-beta-keto ester derivatives were further converted into the corresponding N-sulfonyl piperidines and N-sulfonyl azetidines. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4779 / 4787
页数：9
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