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二有机锌试剂的铜催化亲电胺化反应的机理研究及无锌方法的开发。

Mechanistic studies of the copper-catalyzed electrophilic amination of diorganozinc reagents and development of a zinc-free protocol.

作者信息

Campbell Matthew J, Johnson Jeffrey S

机构信息

Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599-3290, USA.

出版信息

Org Lett. 2007 Apr 12;9(8):1521-4. doi: 10.1021/ol0702829. Epub 2007 Mar 16.

Abstract

[reaction: see text] An SN2 mechanism for the copper-catalyzed amination of diorganozinc reagents by O-benzoyl-N,N-dialkylhydroxylamines is supported by following stereochemically defined organometallics through the reaction and by employing the endocyclic restriction test. A copper-catalyzed electrophilic amination of organomagnesium compounds is also described in which the use of zinc halides has been eliminated.

摘要

[反应:见正文] 通过跟踪反应过程中立体化学定义的有机金属化合物并采用环内限制试验,支持了铜催化二有机锌试剂与O-苯甲酰基-N,N-二烷基羟胺进行胺化反应的SN2机理。还描述了一种铜催化的有机镁化合物的亲电胺化反应,其中卤化锌的使用已被消除。

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