Origins of boat or chair preferences in the Ireland-Claisen rearrangements of cyclohexenyl esters: A theoretical study

被引：38

作者：

Khaledy, MM

Kalani, MYS

Khuong, KS

Houk, KN

Aviyente, V

Neier, R

Soldermann, N

Velker, J

机构：

[1] Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA

[2] Bogazici Univ, Dept Chem, TR-80815 Istanbul, Turkey

[3] Univ Neuchatel, Dept Chem, CH-2000 Neuchatel, Switzerland

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 68卷 / 02期

关键词：

D O I：

10.1021/jo020595b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The relative energies of the chair and boat transition states of a variety of Ireland-Claisen rearrangements were obtained by B3LYP/6-31G* calculations. Theoretical results are in good agreement with experimental data and provide a quantitative analysis of the origins of boat preferences that are observed in some of these reactions.

引用

页码：572 / 577

页数：6

共 19 条

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