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An efficient method for the production of terminal alkynes from 1,1-dibromo-1-alkenes and its application in the total synthesis of natural product dihydroxerulin

  • Shihui Liu
  • , Xiaobei Chen
  • , Yanwei Hu
  • , Laiqi Yuan
  • , Shaohua Chen
  • , Ping Wu
  • , Wei Wang
  • , Shilei Zhang
  • , Wei Zhang

Research output: Contribution to journalArticlepeer-review

Abstract

An efficient method of preparing various terminal alkynes from 1,1-dibromo-1-alkenes by using TBAF (tetra-n-butylammonium fluoride) as a base and triphenylphosphane as a reductant was developed. This method is strong base and low/high temperatures free, and can tolerate a broad range of substrates. These advantages were well demonstrated by the application of this method to the total synthesis of polyene natural product dihydroxerulin.

Original languageEnglish (US)
Pages (from-to)553-560
Number of pages8
JournalAdvanced Synthesis and Catalysis
Volume357
Issue number2-3
DOIs
StatePublished - Feb 9 2015
Externally publishedYes

Keywords

  • 1,1-dibromo-1-alkenes
  • Dihydroxerulin
  • Terminal alkynes
  • Tetra-n-butylammonium fluoride
  • Triphenylphosphane

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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