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铜催化的烯键的氨基内酯化和氨基氧化反应,使用邻苯甲酰基羟胺。

Copper-Catalyzed Amino Lactonization and Amino Oxygenation of Alkenes Using O-Benzoylhydroxylamines.

机构信息

Department of Chemistry, Duke University , Durham, North Carolina 27708, United States.

出版信息

J Am Chem Soc. 2016 May 11;138(18):5813-6. doi: 10.1021/jacs.6b02840. Epub 2016 Apr 29.

Abstract

A copper-catalyzed amino lactonization of unsaturated carboxylic acids has been achieved as well as the analogous intermolecular three-component amino oxygenation of olefins. The transformation features mild conditions and a remarkably broad substrate scope, offering a novel and efficient approach to construct a wide range of amino lactones as well as 1,2-amino alcohol derivatives. Mechanistic studies suggest that the reaction proceeds via a distinctive O-benzoylhydroxylamine-promoted electrophilic amination of alkenes.

摘要

铜催化不饱和羧酸的氨基内酯化以及类似的烯烃的分子间三组分氨基氧化也已经实现。该转化具有温和的条件和非常广泛的底物范围,为构建广泛的氨基内酯以及 1,2-氨基醇衍生物提供了一种新颖且有效的方法。机理研究表明,反应通过独特的 O-苯甲酰羟胺促进的烯烃亲电胺化进行。

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