Theoretical study on the selectivity of asymmetric sulfur ylide epoxidation reaction

被引：37

作者：

Silva, MA ^{[1
]}

Bellenie, BR ^{[1
]}

Goodman, JM ^{[1
]}

机构：

[1] Univ Cambridge, Dept Chem, Unilever Ctr Mol Sci Informat, Cambridge CB2 1EW, England

来源：

ORGANIC LETTERS | 2004年 / 6卷 / 15期

关键词：

D O I：

10.1021/ol0491641

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report the first theoretical studies on the asymmetric sulfonium ylide epoxidation reaction using a chiral sulfide that successfully reproduces the experimentally determined high enantiomeric excess. Calculations at the DFT level suggest that the transition states for the addition of the sulfonium ylide to benzaldehyde have energies which account for the observed enantioselectivity.

引用

页码：2559 / 2562

页数：4

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