Pd-catalyzed C4-Dearomative Allylation of Benzyl Ammoniums with Allyltributylstannane

Yuki Kayashima, Masaaki Komatsuda, Kei Muto, Junichiro Yamaguchi

Research output: Contribution to journalArticle

Abstract

A dearomative C4-allylation of benzyl ammoniums with allyltributylstannane by a palladium catalysis is described. A triarylphosphine-ligated palladium catalyst, which is capable of cleaving benzylic CN bonds, realized facile dearomative reactions with C4 selectivity. Combined with precedented C2- A nd C3-selective functionalizations of benzyl amine derivatives, the present reaction can provide a new synthetic option for the synthesis of multi-substituted alicyclic compounds as well as aromatic compounds.

Original languageEnglish
Pages (from-to)836-839
Number of pages4
JournalChemistry Letters
Volume49
Issue number7
DOIs
Publication statusPublished - 2020 Jul

Keywords

  • Benzyl ammoniums
  • Dearomatization
  • Palladium catalyst

ASJC Scopus subject areas

  • Chemistry(all)

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