Catalytic enantioselective protonation of enol trifluoroacetates by means of hydrogenocarbonates and cinchona alkaloids |
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| Authors: | Claraz Aurélie Leroy Jérôme Oudeyer Sylvain Levacher Vincent |
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| Institution: | Chimie Organique Bio-organique Réactivité et Analyse, CNRS UMR 6014 & FR 3038, Université et Institut National des Sciences Appliquées (INSA) de Rouen, Rue Tesnière, 76130 Mont-Saint-Aignan, France. |
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| Abstract: | Herein is disclosed an efficient catalytic enantioselective protonation of enol acetates by means of a readily implementable transition-metal-free chemical process. By making use of simple hygrogenocarbonates as the proton source and hydroquinine anthraquinone-1,4-diyl diether as the chiral proton shuttle, a series of cyclic enol trifluoroacetates are protonated under mild conditions to yield the corresponding ketones in up to 93% ee. |
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