Formation of α-hydroxyketones via irregular Wittig reaction

Hideki Okada, Tomonori Mori, Yoko Saikawa, Masaya Nakata

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Αddition reactions of (1-methoxyalkyl)triphenylphosphonium ylides, derived from the corresponding Wittig salts and n-BuLi, to aldehydes were investigated. It was revealed that the betaine LiX complexes, the primary adducts, were converted to α-hydroxyketones, prior to the formation of oxaphosphetanes, by addition of aqueous NH4Cl at low temperature.

Original languageEnglish
Pages (from-to)1276-1278
Number of pages3
JournalTetrahedron Letters
Volume50
Issue number12
DOIs
Publication statusPublished - 2009 Mar 25

Keywords

  • (1-Methoxyalkyl)triphenylphosphonium ylide
  • Acyl anion equivalent
  • Wittig reaction
  • α-Hydroxyketone

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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