Effect of the heteroatomic substituent on the pi-facial diastereoselectivity in Lewis acid catalyzed carbonyl ene reaction: A theoretical study

被引：3
|
作者：
Chakrabarty, Kuheli [1 ]
Roy, Sukhendu [1 ]
Das, Gourab Kanti [1 ]
机构：
[1] Visva Bharati Univ, Dept Chem, Santini Ketan 731235, W Bengal, India
来源：
JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM | 2008年 / 858卷 / 1-3期
关键词：
diastereoselectivity; ene reaction; transition structures;
D O I：
10.1016/j.theochem.2008.02.029
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
Quantum chemical investigation on the optimized transition structures of intermolecular ene reaction containing various heteroatomic substituents at the alpha-carbon atom reveal that, the electrostatic effect produced by the ene moiety plays a crucial role in controlling the conformation of the transition structure. The stereoselectivity calculated from the proposed model agreed nicely with the reported experimental results. (C) 2008 Elsevier B.V. All rights reserved.
引用
收藏
页码：107 / 112
页数：6
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