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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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Article information


Submitted
04 Aug 2014
Accepted
08 Sep 2014
First published
10 Sep 2014

Chem. Commun., 2014,50, 13489-13491
Article type
Communication
Author version available

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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