Asymmetric palladium-catalyzed umpolung cyclization of allylic acetate-aldehyde using formate as a reductant

Hirokazu Tsukamoto, Ayumu Kawase, Takayuki Doi

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Palladium/chiral diphosphine-catalyzed umpolung cyclization of allylic acetate-aldehyde using formate as a terminal reductant affords cis-disubstituted pyrrolidine, tetrahydrofuran, and spiro carbocycle in high enantioselectivity. The formate does not cause allylpalladium reduction under the catalysis. The highly stereoselective cyclization would proceed through a cationic η1-allylpalladium ligated by diphosphine.

Original languageEnglish
Pages (from-to)8027-8030
Number of pages4
JournalChemical Communications
Volume51
Issue number38
DOIs
Publication statusPublished - 2015 May 11

ASJC Scopus subject areas

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

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