A convergent and stereoselective synthesis of a seco-precursor of macrolactin A

Shukun Li, Xiangshu Xiao, Xuebin Yan, Xuejun Liu, Rui Xu, Donglu Bai

Research output: Contribution to journalArticle

10 Scopus citations

Abstract

A seco-precursor of macrolactin A was synthesized by coupling two advanced segments. Wittig reaction and Horner-Emmons reaction were utilized to construct the three characteristic E,Z and E,E dienes. The C1-C10 segment was synthesized through Horner-Emmons reaction with phosphonate reagent. The α-alkylation of sulfone stabilized anion with allyl bromide followed by desulfonation gave the C11-C24 segment.

Original languageEnglish (US)
Pages (from-to)11291-11298
Number of pages8
JournalTetrahedron
Volume61
Issue number47
DOIs
StatePublished - Nov 21 2005

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Keywords

  • Horner-Emmons reaction
  • Macrolactin A
  • seco-Precursor

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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