Hypervalent Iodine Oxidation of Ethynylcarbinols: A Short and Efficient Conversion of Dihydroxy-acetonyl Groups from Keto Groups

Yasuyuki Kita, Takayuki Yakura, Hiroaki Terashi, Jun ichi Haruta, Yasumitsu Tamura

Research output: Contribution to journalArticlepeer-review

20 Scopus citations

Abstract

Oxidation of ethynylcarbinols (4a—g), prepared easily from ketones, with a hypervalent iodine reagent, phenyliodosyl bis(trifluoroacetate) (PIFA), in chloroform-acetonitrile-water gave the dihydroxyacetonyl compounds (6a—g) in high yields.

Original languageEnglish
Pages (from-to)891-894
Number of pages4
JournalChemical and Pharmaceutical Bulletin
Volume37
Issue number4
DOIs
StatePublished - 1989

Keywords

  • a-hydroxyketone
  • dihydroxyacetone
  • ethynylcarbinol
  • phenyliodosyl bis(trifluoroacetate)
  • terminal alkyne

ASJC Scopus subject areas

  • General Chemistry
  • Drug Discovery

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