Issue 3, 2020

Efficient synthesis of chiral γ-aminobutyric esters via direct rhodium-catalysed enantioselective hydroaminomethylation of acrylates

Abstract

The successful rhodium catalysed asymmetric intermolecular hydroaminomethylation (HAM) of alkenes using a single catalyst bearing the (R,R)-QuinoxP* ligand is reported. The HAM of α-alkyl acrylates is revealed to be an efficient tool for the regio- and enantioselective synthesis of γ-amino esters with ees up to 86%. HPNMR experiments provided insights into the reaction mechanism.

Graphical abstract: Efficient synthesis of chiral γ-aminobutyric esters via direct rhodium-catalysed enantioselective hydroaminomethylation of acrylates

Supplementary files

Article information

Article type
Communication
Submitted
09 Sep 2019
Accepted
15 Jan 2020
First published
16 Jan 2020

Catal. Sci. Technol., 2020,10, 630-634

Efficient synthesis of chiral γ-aminobutyric esters via direct rhodium-catalysed enantioselective hydroaminomethylation of acrylates

A. Cunillera, M. D. de los Bernardos, M. Urrutigoïty, C. Claver, A. Ruiz and C. Godard, Catal. Sci. Technol., 2020, 10, 630 DOI: 10.1039/C9CY01797F

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