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铜催化的手性氧杂和氮杂双环烯烃与硅烷和羟胺的对映选择性形式氢化胺化反应。

Copper-catalyzed enantioselective formal hydroamination of oxa- and azabicyclic alkenes with hydrosilanes and hydroxylamines.

机构信息

Department of Applied Chemistry, Faculty of Engineering, Osaka University , Suita, Osaka 565-0871, Japan.

出版信息

Org Lett. 2014 Mar 7;16(5):1498-501. doi: 10.1021/ol5003219. Epub 2014 Feb 20.

Abstract

A CuCl/(R,R)-Ph-BPE-catalyzed enantioselective formal hydroamination of oxa- and azabicyclic alkenes with polymethylhydrosiloxane (PMHS) and O-benzoylhydroxylamines has been developed. The efficient and stereoselective net addition of hydrogen and nitrogen atoms provides the corresponding optically active oxa- and azanorbornenyl- and -norbornanylamines in good yields and good enantiomeric ratios.

摘要

一种 CuCl/(R,R)-Ph-BPE 催化的氧杂和氮杂双环烯烃与聚甲基氢硅氧烷 (PMHS) 和 O-苯甲酰基羟胺的对映选择性形式氢胺化反应已经被开发出来。高效和立体选择性的氢和氮原子的净加成提供了相应的光学活性的氧杂和氮杂降冰片烯基-和降冰片烷胺,产率和对映选择性都很好。

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