Total syntheses of vancomycin and eremomycin aglycons

David A. Evans, Michael R. Wood, B. Wesley Trotter, Timothy I. Richardson, James C. Barrow, Jeffrey L. Katz

Research output: Contribution to journalArticlepeer-review

Abstract

Controlling the elements of planar and axial chirality are the principal challenges in the synthesis of the aglycon of vancomycin. Vancomycin is the prototypical member of the glycopeptide family of antibiotics which are effective for the treatment of infections by methicillin-resistant Staphylococcus aureus. The first total syntheses of the vancomycin and eremomycin aglycons provide insight into the influence of structure on kinetic and thermodynamic control of atropselective macrocyclizations.

Original languageEnglish (US)
Pages (from-to)2700-2704
Number of pages5
JournalAngewandte Chemie - International Edition
Volume37
Issue number19
DOIs
StatePublished - Oct 16 1998
Externally publishedYes

Keywords

  • Antibiotics
  • Eremomycin
  • Natural products
  • Total synthesis
  • Vancomycin

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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