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Issue 6, 2012
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Catalytic asymmetric cleavage of sp3 C–N bonds for access to highly enantioenriched N-benzylic sulfonamides

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Abstract

In the presence of 10 mol% of a chiral phosphoric acid, a variety of racemic N-benzylic sulfonamides having N-(3-indolyl)methyl groups smoothly undergo kinetic resolution with benzyl thiol at 0 °C or at room temperature and the remaining sulfonamides are recovered in moderate to excellent yields and with excellent ee.

Graphical abstract: Catalytic asymmetric cleavage of sp3 C–N bonds for access to highly enantioenriched N-benzylic sulfonamides

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Publication details

The article was received on 26 Oct 2011, accepted on 18 Nov 2011 and first published on 18 Nov 2011


Article type: Communication
DOI: 10.1039/C1CC16630A
Chem. Commun., 2012,48, 898-900

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    Catalytic asymmetric cleavage of sp3 C–N bonds for access to highly enantioenriched N-benzylic sulfonamides

    X. Wu and S. Tian, Chem. Commun., 2012, 48, 898
    DOI: 10.1039/C1CC16630A

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