Asymmetric epoxidation of trans-chalcones organocatalyzed by β-amino alcohols

被引：35

作者：

Russo, Alessio ^{[1
]}

Lattanzi, Alessandra ^{[1
]}

机构：

[1] Univ Salerno, Dipartimento Chim, I-84084 Fisciano, Italy

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 2008卷 / 16期

关键词：

asymmetric synthesis; epoxidation; organocatalysis; amino alcohols;

D O I：

10.1002/ejoc.200800140

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cyclic and acyclic beta-amino alcohols were examined as organocatalysts in the epoxidation of trans-chalcones with tertbutyl hydroperoxide as the oxidant. Primary, secondary, and tertiary P-amino alcohols are able to promote the reaction with variable activity and level of asymmetric induction. Subtle modifications to the structures of simple primary P-amino alcohol strongly influenced their efficiency in the epoxidation. They are promising catalysts that afford trans-chalcone epoxides in up to 52 % ee at room temperature. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008).

引用

页码：2767 / 2773

页数：7

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