Synthesis of bacilosarcins B and C

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6 Citations (Scopus)

Abstract

The first synthesis of bacilosarcin C, a member of amicoumacin family of natural product isolated from the culture broth of a marine bacterium, has been achieved in 2 steps by diastereoselective reductive amination of amicoumacin C with 2,3-butanedione followed by hydrolysis of the resulting N-alkylated lactone intermediate. Ammonolysis of the intermediate, on the other hand, led to an improved synthesis of bacilosarcin B, an amide congener of bacilosarcin C.

Original languageEnglish
Pages (from-to)4997-4999
Number of pages3
JournalTetrahedron Letters
Volume57
Issue number45
DOIs
Publication statusPublished - 2016 Jan 1

Keywords

  • Amicoumacin
  • Bacilosarcin
  • Isocoumarin
  • Reductive amination
  • Total synthesis

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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