Asymmetric epoxidation of olefins via new α-fluorinated dioxiranes

被引：11

作者：

Solladié-Cavallo, A ^{[1
]}

Jierry, L ^{[1
]}

Klein, A ^{[1
]}

机构：

[1] Univ Strasbourg, ECPM, CNRS, Lab Stereochim Organomet, F-67087 Strasbourg, France

来源：

COMPTES RENDUS CHIMIE | 2003年 / 6卷 / 5-6期

关键词：

asymmetric epoxidation; fluorinated dioxiranes;

D O I：

10.1016/S1631-0748(03)00091-2

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Epoxidation of trans-stilbene and trans-methyl p-methoxycinnamate through dioxiranes generated in situ from chiral cyclohexanones was examined. It was shown, by comparing flexible ketones with a rigid trans-decalinic type ketone, that, although the Curtin-Hammett principle holds, the less populated conformer (with a fluorine equatorial) has but a negligible contribution. It was also shown that reaction conditions are important and must be fixed in each case.

引用

页码：603 / 606

页数：4

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