AM1 quantum-chemical study of the mechanism of the cyclocondensation of 4-hydroxy-4-methyl-2-pentanone with ethyl cyanoacetate

被引：0
|
作者：
Fleisher M. [1 ]
Jansone D. [1 ]
Lukevics E. [1 ]
机构：
[1] Latvian Institute of Organic Synthesis
来源：
Chemistry of Heterocyclic Compounds | 2007年 / 43卷 / 02期
关键词：
AM1; Cyclocondensation; Domino reaction; Lactam; Mechanism;
D O I：
10.1007/s10593-007-0026-9
中图分类号：
学科分类号：
摘要：
The reaction of 4-hydroxy-4-methyl-2-pentanone with ethyl cyanoacetate in the presence of ammonium acetate is a consecutive-parallel multistep domino process. The regioselectivity of the reaction is due to the direction of the electrophilic attack of the intermediate formed in the first step, namely, ethyl 2-cyano-3,5-dihydroxy-3,5-dimethylhexanoate. © 2007 Springer Science+Business Media, Inc.
引用
收藏
页码：160 / 165
页数：5
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