EPOXIDATION OF α,β-UNSATURATED ESTERS BY DIMETHYLDIOXIRANE

被引：0
|
作者：
Baumstark, A. L. [1 ]
Vasquez, P. C. [1 ]
Aly, M. [1 ]
Sansone, J. P. [1 ]
机构：
[1] Georgia State Univ, Dept Chem, Ctr Biotech & Drug Design, Atlanta, GA 30303 USA
来源：
HETEROCYCLIC COMMUNICATIONS | 2010年 / 16卷 / 2-3期
关键词：
CONVENIENT SYNTHESIS; CARBONYL-COMPOUNDS; KINETICS; OLEFINS; ALKENES;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Kinetic data for the epoxidation of a series of alpha,beta-unsaturated esters, 2-10, by dimethyldioxirane in dried acetone are reported. These epoxidations are less sensitive to steric effects and occur with lower k(2) values than those for simple alkenes. Relative reactivity could be modeled based on a spiro transition state mechanism. The density function calculations were in good agreement with the km values except for those compounds with cis-beta-substituents.
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页码：183 / 186
页数：4
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