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Issue 26, 2010
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Efficient asymmetric organocatalytic formation of erythrose and threose under aqueous conditions

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Abstract

Esters of proteinogenic amino acids efficiently catalyse the formation of erythrose and threose under aqueous conditions in the highest yields and enantioselectivities yet reported. Remarkably while esters of (L)-proline yield (L)-carbohydrates, esters of (L)-leucine and (L)-alanine generate (D)-carbohydrates, offering the potential to account for the prebiotic link between natural (L)-amino acids and natural (D)-sugars.

Graphical abstract: Efficient asymmetric organocatalytic formation of erythrose and threose under aqueous conditions

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Publication details

The article was received on 26 Mar 2010, accepted on 05 May 2010 and first published on 20 May 2010


Article type: Communication
DOI: 10.1039/C0CC00613K
Chem. Commun., 2010,46, 4776-4778

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    Efficient asymmetric organocatalytic formation of erythrose and threose under aqueous conditions

    L. Burroughs, M. E. Vale, J. A. R. Gilks, H. Forintos, C. J. Hayes and P. A. Clarke, Chem. Commun., 2010, 46, 4776
    DOI: 10.1039/C0CC00613K

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