Stereoselective Electrophilic Cyclization

Akira Sakakura, Kazuaki Ishihara

Research output: Contribution to journalArticlepeer-review

66 Citations (Scopus)

Abstract

Electrophilic cyclizations of unactivated alkenes play highly important roles in the synthesis of useful building blocks. This account describes our contributions to the rational design of monofunctionalized chiral Lewis base catalysts for enantioselective iodo- and protocyclizations. For the stereoselective promotion of electrophilic bromocyclizations, nucleophilic phosphite-urea cooperative catalysts have been designed. Electrophilic cyclizations of unactivated alkenes play highly important roles for the synthesis of useful building blocks. This account describes our contributions to the rational design of monofunctionalized chiral Lewis base catalysts for enantioselective iodo- and protocyclizations. For the stereoselective promotion of electrophilic bromocyclizations, nucleophilic phosphite-urea cooperative catalysts have been designed.

Original languageEnglish
Pages (from-to)728-742
Number of pages15
JournalChemical Record
Volume15
Issue number4
DOIs
Publication statusPublished - Aug 1 2015

Keywords

  • Lewis bases
  • asymmetric synthesis
  • electrophilic cyclization
  • lactonization
  • organocatalysis

ASJC Scopus subject areas

  • Chemistry(all)
  • Biochemistry
  • Chemical Engineering(all)
  • Materials Chemistry

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