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

页码：160 / 165

页数：5

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