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Issue 56, 2012
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Molecular recognition of ketomalonates by asymmetric aldol reaction of aldehydes with secondary-amine organocatalysts

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Abstract

A diastereo- and enantioselective aldol reaction between aldehydes and a synthetically useful ketomalonate 1c as a hydrated form was developed, and either anti- or syn-aldol adducts having a chiral tetrasubstituted carbon center were obtained in high enantioselectivities by use of a tetrazole analogue of L-proline (S)-2 or an axially chiral amino sulfonamide (S)-3 as catalyst.

Graphical abstract: Molecular recognition of ketomalonates by asymmetric aldol reaction of aldehydes with secondary-amine organocatalysts

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Publication details

The article was received on 19 Apr 2012, accepted on 24 May 2012 and first published on 24 May 2012


Article type: Communication
DOI: 10.1039/C2CC32772D
Citation: Chem. Commun., 2012,48, 7037-7039

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    Molecular recognition of ketomalonates by asymmetric aldol reaction of aldehydes with secondary-amine organocatalysts

    T. Kano, S. Song and K. Maruoka, Chem. Commun., 2012, 48, 7037
    DOI: 10.1039/C2CC32772D

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