Issue 26, 2010

Efficient asymmetric organocatalytic formation of erythrose and threose under aqueous conditions

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

Supplementary files

Article information

Article type
Communication
Submitted
26 Mar 2010
Accepted
05 May 2010
First published
20 May 2010

Chem. Commun., 2010,46, 4776-4778

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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements