Issue 68, 2016

Copper-catalyzed oxyamination of electron-deficient alkenes with N-acyloxyamines

Abstract

A Cu(I)-catalyzed direct intermolecular oxyamination of electron deficient alkenes is disclosed. This process is characterized by difunctionalization of a variety of α,β-unsaturated ketones with easily available N-acyloxyamine reagents as both amine and oxygen donors, which delivers ester derivatives of β-amino alcohols in good yields as well as with high regioselectivity. Control studies suggested the involvement of alkyl radical species on the way of product formation.

Graphical abstract: Copper-catalyzed oxyamination of electron-deficient alkenes with N-acyloxyamines

Supplementary files

Article information

Article type
Communication
Submitted
07 Jun 2016
Accepted
26 Jul 2016
First published
26 Jul 2016

Chem. Commun., 2016,52, 10373-10376

Copper-catalyzed oxyamination of electron-deficient alkenes with N-acyloxyamines

S. Ren, S. Song, L. Ye, C. Feng and T. Loh, Chem. Commun., 2016, 52, 10373 DOI: 10.1039/C6CC04638J

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