Enantioselective sp3 C-H alkylation of γ-butyrolactam by a chiral Ir(i) catalyst for the synthesis of 4-substituted γ-amino acids

Yu Ki Tahara, Masamichi Michino, Mamoru Ito, Stephen Kyalo Kanyiva, Takanori Shibata

Research output: Contribution to journalArticle

37 Citations (Scopus)

Abstract

Ir-catalyzed sp3 C-H alkylation of γ-butyrolactam with alkenes was used for the highly enantioselective synthesis of 5-substituted γ-lactams, which were readily converted into chiral 4-substituted γ-amino acids. A broad scope of alkenes was amenable as coupling partners, and the alkylated product using acrylate could be transformed into the key intermediate of pyrrolam A synthesis.

Original languageEnglish
Pages (from-to)16660-16663
Number of pages4
JournalChemical Communications
Volume51
Issue number93
DOIs
Publication statusPublished - 2015

ASJC Scopus subject areas

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

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