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Issue 88, 2014
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Enantioselective protonation of α-hetero carboxylic acid-derived ketene disilyl acetals under chiral ionic Brønsted acid catalysis

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Abstract

Highly enantioselective protonation of α-halo and alkoxy carboxylic acid-derived ketene disilyl acetals is achieved by using P-spiro chiral diaminodioxaphosphonium barfate as a Brønsted acid catalyst, where the enantiofacial discrimination by the catalyst mainly stems from the recognition of the electronic difference between two substituents on the ketene disilyl acetal.

Graphical abstract: Enantioselective protonation of α-hetero carboxylic acid-derived ketene disilyl acetals under chiral ionic Brønsted acid catalysis

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Publication details

The article was received on 04 Aug 2014, accepted on 08 Sep 2014 and first published on 10 Sep 2014


Article type: Communication
DOI: 10.1039/C4CC06081D
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Citation: Chem. Commun., 2014,50, 13489-13491

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    Enantioselective protonation of α-hetero carboxylic acid-derived ketene disilyl acetals under chiral ionic Brønsted acid catalysis

    D. Uraguchi, T. Kizu, Y. Ohira and T. Ooi, Chem. Commun., 2014, 50, 13489
    DOI: 10.1039/C4CC06081D

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