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From the same journal

Efficient asymmetric organocatalytic formation of erythrose and threose under aqueous conditions

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Author(s)

  • Laurence Burroughs
  • Matthew E. Vale
  • James A. R. Gilks
  • Henrietta Forintos
  • Christopher J. Hayes
  • Paul A. Clarke

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Publication details

JournalChemical Communications
DatePublished - 14 Jul 2010
Issue number26
Volume46
Number of pages3
Pages (from-to)4776-4778
Original languageEnglish

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.

    Research areas

  • ACID CATALYZED NEOGENESIS, ALDOL REACTIONS, 2-STEP SYNTHESIS, WATER, HOMOCHIRALITY, ORIGIN, MEDIA

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