The chiral synthesis of thiazole amino acid enantiomers

Martin W. Bredenkamp, Cedric W. Holzapfel, Wynand J. van Zyl

Research output: Contribution to journalArticlepeer-review

110 Citations (Scopus)

Abstract

An efficient modified Hantzsch reaction is described for the synthesis of optically pure thiazole amino acid derivatives from the corresponding amino acids. The method is exemplified by the synthesis of a derivative of L-(Gln)Thz, the novel chiral thiazole amino acid moiety of dolastatin 3, The Cotton effects of thiazole amino acids correlate well with the absolute stereochemistry of these compounds.

Original languageEnglish
Pages (from-to)2235-2249
Number of pages15
JournalSynthetic Communications
Volume20
Issue number15
DOIs
Publication statusPublished - 1 Aug 1990

ASJC Scopus subject areas

  • Organic Chemistry

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