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Regioselective organocatalyzed asymmetric bromolactonization of aryl acrylate-type carboxylic acids: a new approach towards enantioenriched 3-substituted isobenzofuranones

[Display omitted] The enantioselective synthesis of several 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 highly reg...

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Published in:Tetrahedron: asymmetry 2016-10, Vol.27 (19), p.980-989
Main Authors: Gelat, Fabien, Coffinet, Michaël, Lebrun, Stéphane, Agbossou-Niedercorn, Francine, Michon, Christophe, Deniau, Eric
Format: Article
Language:English
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Summary:[Display omitted] The enantioselective synthesis of several 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 highly regioselective organocatalyzed asymmetric bromolactonization reaction of aryl acrylate-type carboxylic acids.
ISSN:0957-4166
1362-511X
0957-4166
DOI:10.1016/j.tetasy.2016.07.010