Synthesis of 2-C-methylerythritols and 2-C-methylthreitols via enantiodivergent Sharpless dihydroxylation of trisubstituted olefins

Shibaji K. Ghosh, Mark S. Butler, Martin J. Lear

Research output: Contribution to journalArticlepeer-review

7 Citations (Scopus)

Abstract

The mevalonate-independent pathway (MIP) is an interesting avenue for antimicrobial lead discovery. Here, we present a unified enantioselective synthesis of all four stereoisomers of 2-C-methyltetrol. These are useful building blocks of many bioactive natural products, including 2-C-methylerythritol phosphate (MEP) of the MIP biosynthetic pathway.

Original languageEnglish
Pages (from-to)2706-2708
Number of pages3
JournalTetrahedron Letters
Volume53
Issue number22
DOIs
Publication statusPublished - 2012 May 30

Keywords

  • Antibiotic
  • Dudley
  • Enantiodivergent
  • Erythritol
  • Malaria
  • Mevalonate
  • Microbial
  • Parasitic
  • Sharpless
  • Tetraols
  • Threitol

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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