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

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

Yuya Miki  1 , Koji Hirano, Tetsuya Satoh, Masahiro Miura
Affiliations

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

Yuya Miki et al. Org Lett. .

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.

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