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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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Article information


Submitted
26 Mar 2010
Accepted
05 May 2010
First published
20 May 2010

Chem. Commun., 2010,46, 4776-4778
Article type
Communication

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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