Organic letters

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

Y Miki, K Hirano, T Satoh, M Miura

Index: Miki, Yuya; Hirano, Koji; Satoh, Tetsuya; Miura, Masahiro Organic Letters, 2013 , vol. 15, # 1 p. 172 - 175

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Citation Number: 31

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.