Cationic gold(I)-catalyzed enantioselective hydroalkylation of unactivated alkenes: influence of the chloride scavenger on the stereoselectivity

Weizhen Fang; Marc Presset; Amandine Guérinot; Christophe Bour; Sophie Bezzenine-Lafollée; Vincent Gandon

doi:10.1039/C4QO00112E

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Cationic gold(i)-catalyzed enantioselective hydroalkylation of unactivated alkenes: influence of the chloride scavenger on the stereoselectivity†

Weizhen Fang,^a Marc Presset,^a Amandine Guérinot,^a Christophe Bour,^a Sophie Bezzenine-Lafollée*^a and Vincent Gandon*^a

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* Corresponding authors

^a ICMMO (UMR CNRS 8182), LabEx CHARMMMAT, Université Paris-Sud, 91405 Orsay, France
E-mail: vincent.gandon@u-psud.fr
Fax: (+)33 169 154 747
Tel: (+)33 169 153 931

Abstract

Enantioselective intramolecular additions of β-ketoamides to unactivated alkenes have been accomplished by means of gold catalysis. Chiral LAuCl complexes have been activated by various Lewis acids (Cu, Ag, Ga, In, Si, Bi etc.). The influence of these activators on the stereoselectivity has been studied.

This article is part of the themed collection: In Celebration of Max Malacria’s 65th Birthday

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Article information

DOI: https://doi.org/10.1039/C4QO00112E
Article type: Research Article
Submitted: 17 Apr 2014
Accepted: 30 Apr 2014
First published: 05 May 2014

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Org. Chem. Front., 2014,1, 608-613

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Cationic gold(I)-catalyzed enantioselective hydroalkylation of unactivated alkenes: influence of the chloride scavenger on the stereoselectivity

W. Fang, M. Presset, A. Guérinot, C. Bour, S. Bezzenine-Lafollée and V. Gandon, Org. Chem. Front., 2014, 1, 608 DOI: 10.1039/C4QO00112E

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Cationic gold(i)-catalyzed enantioselective hydroalkylation of unactivated alkenes: influence of the chloride scavenger on the stereoselectivity†

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Cationic gold(I)-catalyzed enantioselective hydroalkylation of unactivated alkenes: influence of the chloride scavenger on the stereoselectivity

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