Stereoselective synthesis of vinyl-substituted (Z)-stilbenes by rhodium-catalysed addition of arylboronic acids to allenic alcohols

Tomoya Miura, Hiroshi Shimizu, Tomohiro Igarashi, Masahiro Murakami

Research output: Contribution to journalArticlepeer-review

17 Citations (Scopus)

Abstract

Vinyl-substituted (Z)-stilbenes are stereoselectively synthesised on treatment of 4-arylbuta-2,3-dien-1-ols with arylboronic acids in the presence of a rhodium(i) catalyst. The reaction proceeds through the regioselective addition of organorhodium(i) species across the aryl-substituted carbon-carbon double bond of the allene moiety and subsequent δ-elimination of Rh(i)-OH.

Original languageEnglish
Pages (from-to)4074-4076
Number of pages3
JournalOrganic and Biomolecular Chemistry
Volume8
Issue number18
DOIs
Publication statusPublished - Sep 21 2010
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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