EventsThe 20th International Electronic Conference on Synthetic Organic Chemistry
Published
This submission belongs to the session a. General Organic Synthesis of the event The 20th International Electronic Conference on Synthetic Organic Chemistry
Published date
01 Nov, 2016
Citation
Eric Deniau, Christophe Michon, Stéphane LEBRUN, Francine Agbossou-Niedercorn, Regioselective organocatalyzed asymmetric bromolactonization of aryl acrylate-type carboxylic acids. A new approach towards enantioenriched 3-substituted isobenzofuranones., in Proceedings of The 20th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2016, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-20-a037
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Regioselective organocatalyzed asymmetric bromolactonization of aryl acrylate-type carboxylic acids. A new approach towards enantioenriched 3-substituted isobenzofuranones.

Christophe Michon 2
Francine Agbossou-Niedercorn 2
1. Unité de Catalyse et de Chimie du Solide (UCCS) UMR CNRS 8181 - Axe CCM - Equipe CASECO, Fiji
2. Unité de Catalyse et de Chimie du Solide (UCCS) UMR CNRS 8181 - Axe CCM - Equipe CASECO
Abstract

The stereoselective synthesis of a variety of 3-substituted isobenzofuranones has been developed through a new and flexible route. When combined with a catalytic amount of benzoic acid, quinidine thiocarbamate bifunctional catalysts have demonstrated their efficiency for the enantioselective bromolactonization reaction of styrene-type carboxylic acids bearing an alkoxycarbonyl electron withdrawing group on the carbon-carbon double bond.

Keywords
Asymmetric organocatalysis
Cinchona alkaloids
Bromolactonization reaction
3-Substituted isobenzofuranones
Manuscript
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