Palladium-catalyzed coupling reaction of propargylic oxiranes with arylboronic acids in aqueous media

Masahiro Yoshida, Hirofumi Ueda, Masataka Ihara

Research output: Contribution to journalArticlepeer-review

54 Citations (Scopus)

Abstract

A novel type of coupling reaction has been developed by the palladium-catalyzed reaction of propargylic oxiranes with arylboronic acids, in which anti-substituted 4-aryl-2,3-allenols were produced in a highly diastereoselective manner. A chiral-substituted allene has been synthesized from the reaction of a chiral propargylic oxirane without loss of the chirality.

Original languageEnglish
Pages (from-to)6705-6708
Number of pages4
JournalTetrahedron Letters
Volume46
Issue number39
DOIs
Publication statusPublished - 2005 Sep 26

Keywords

  • Addition
  • Boronic acids
  • Oxiranes
  • Palladium
  • Propargylic compounds

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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