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Issue 51, 2014
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Asymmetric aldol reaction organocatalyzed by bifunctional N-prolyl sulfinamides under solvent-free conditions

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Abstract

A class of chiral bifunctional N-prolyl sulfinamide and its TFA salts were prepared and proven to be effective for catalyzing the aldol reaction under solvent-free conditions. In general, the corresponding aldol adducts were obtained with high to excellent yields, and satisfactory diastereo-selectivities and enantioselectivities. A matching effect between chiral proline and sulfinamide moieties was observed in the catalysts. The enantioswitching of both enantiomers in the asymmetric aldol synthesis is found to be dominated by the prolyl moiety.

Graphical abstract: Asymmetric aldol reaction organocatalyzed by bifunctional N-prolyl sulfinamides under solvent-free conditions

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Publication details

The article was received on 14 Apr 2014, accepted on 30 May 2014 and first published on 03 Jun 2014


Article type: Paper
DOI: 10.1039/C4RA03362K
Citation: RSC Adv., 2014,4, 26563-26568
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    Asymmetric aldol reaction organocatalyzed by bifunctional N-prolyl sulfinamides under solvent-free conditions

    W. Wan, W. Gao, G. Ma, L. Ma, F. Wang, J. Wang, H. Jiang, S. Zhu and J. Hao, RSC Adv., 2014, 4, 26563
    DOI: 10.1039/C4RA03362K

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