The mechanism of the racemisation of α-amino acids in the presence of aldehydes

R. Grigg*, H. Q.N. Gunaratne

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

59 Citations (Scopus)

Abstract

Heating optically active α-amino acids in the presence of arylaldehydes effects racemisation via stereospecific formation of 1,3-dipolar species from the intermediate imines. These 1,3-dipoles can be trapped as their stereospecific cycloadducts with N-phenylmaleimide.

Original languageEnglish
Pages (from-to)4457-4460
Number of pages4
JournalTetrahedron Letters
Volume24
Issue number41
DOIs
Publication statusPublished - 1983

Bibliographical note

Copyright:
Copyright 2014 Elsevier B.V., All rights reserved.

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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