Rhodium-catalyzed addition of arylstannanes to carbon-heteroatom double bond

Shuichi Oi, Mitsutoshi Moro, Hiroe Fukuhara, Takanori Kawanishi, Yoshio Inoue

Research output: Contribution to journalArticlepeer-review

57 Citations (Scopus)

Abstract

The addition of arylstannanes to the carbon-heteroatom double bond in the presence of a catalytic amount of a cationic rhodium complex ([Rh(cod)(MeCN)2]BF4) was examined. The reactions of aldehydes, α-dicarbonyl compounds, and N-substituted aldimines with the arylstannanes gave corresponding alcohols, α-hydroxy carbonyl compounds, and amines, respectively. An arylrhodium complex generated by the transmetalation with the arylstannane was probably the active catalytic species.

Original languageEnglish
Pages (from-to)4351-4361
Number of pages11
JournalTetrahedron
Volume59
Issue number24
DOIs
Publication statusPublished - 2003 Jun 9

Keywords

  • Arylation
  • Carbonyl compounds
  • Imines
  • Organotin compounds
  • Rhodium catalyst

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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