Issue 4, 2017

Enantioselective conjugate addition of hydroxylamines to α,β-unsaturated 2-acyl imidazoles catalyzed by a chiral-at-metal Rh(iii) complex

Abstract

A catalytic enantioselective hydroxyamination of α,β-unsaturated 2-acyl imidazoles with N-protected hydroxyl amines catalyzed by a chiral-at-metal Rh(III) complex (0.5–2 mol%) has been developed. The approach affords valuable N-Boc protected β-amino acid derivatives in moderate to good yields with high enantioselectivity (up to 94% yield, 99.5% ee).

Graphical abstract: Enantioselective conjugate addition of hydroxylamines to α,β-unsaturated 2-acyl imidazoles catalyzed by a chiral-at-metal Rh(iii) complex

Supplementary files

Article information

Article type
Research Article
Submitted
29 Dec 2016
Accepted
19 Jan 2017
First published
23 Jan 2017

Org. Chem. Front., 2017,4, 573-577

Enantioselective conjugate addition of hydroxylamines to α,β-unsaturated 2-acyl imidazoles catalyzed by a chiral-at-metal Rh(III) complex

T. Deng, G. K. Thota, Y. Li and Q. Kang, Org. Chem. Front., 2017, 4, 573 DOI: 10.1039/C6QO00865H

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