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Issue 23, 2010
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Asymmetric addition of α-hetero-disubstituted aldehydes to vinyl sulfones; formation of highly functionalized tetrasubstituted carbon centres

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Abstract

Aminalpyrrolidine catalysed addition of α-hetero-disubstituted aldehydes to vinyl sulfones is described in high enantioselectivity (ee up to 97%). The obtained adducts can easily be converted to enantioenriched synthons as for example 2,2-dialkylepoxide. Evidence for a kinetic resolution is also observed.

Graphical abstract: Asymmetric addition of α-hetero-disubstituted aldehydes to vinyl sulfones; formation of highly functionalized tetrasubstituted carbon centres

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Publication details

The article was received on 06 Jan 2010, accepted on 26 Mar 2010 and first published on 16 Apr 2010


Article type: Communication
DOI: 10.1039/C000326C
Citation: Chem. Commun., 2010,46, 4085-4087
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    Asymmetric addition of α-hetero-disubstituted aldehydes to vinyl sulfones; formation of highly functionalized tetrasubstituted carbon centres

    A. Quintard and A. Alexakis, Chem. Commun., 2010, 46, 4085
    DOI: 10.1039/C000326C

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