Rhodium-catalyzed conjugate addition of aryl- and alkenyl-stannanes to α,β-unsaturated carbonyl compounds

Shuichi Oi, Mitsutoshi Moro, Hisanori Ito, Yoshio Honma, Sotaro Miyano, Yoshio Inoue

Research output: Contribution to journalArticle

93 Citations (Scopus)

Abstract

The addition of aryl- or alkenyl-trimethylstannanes to α,β-unsaturated carbonyl compounds in the presence of a catalytic amount of a cationic rhodium complex ([Rh(cod)(MeCN)2]BF4) and water to afford the conjugate addition products in good yields was examined. It was observed that addition of water was necessary for the reaction to proceed smoothly. The aryl- or alkenyl-rhodium complex, which is generated by the transmetalation from the organotin compound, is considered to be the active catalytic species.

Original languageEnglish
Pages (from-to)91-97
Number of pages7
JournalTetrahedron
Volume58
Issue number1
DOIs
Publication statusPublished - 2002 Jan 1

Keywords

  • Conjugate addition
  • Organotin compounds
  • Thodium catalyst
  • α,β-unsaturated carbonyl compound

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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