Inversion of the Axial Information during Oxidative Aromatization in the Synthesis of Axially Chiral Biaryls with Organocatalysis as a Key Step

Seitaro Koshino, Akira Takikawa, Keiichi Ishida, Tohru Taniguchi, Kenji Monde, Eunsang Kwon, Shigenobu Umemiya, Yujiro Hayashi

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

The pot-economical, highly enantioselective synthesis of axially chiral biaryls was developed by using one-pot organocatalyst-mediated domino and aromatization reactions as key steps. The axial information of the precursor, which also has central chirality, was completely inverted in the final biaryls. The inversion of the axial information occurred in the conversion of the central chirality to the axial chirality of an oxidative aromatization step.

Original languageEnglish
Pages (from-to)4524-4530
Number of pages7
JournalChemistry (Weinheim an der Bergstrasse, Germany)
Volume26
Issue number20
DOIs
Publication statusPublished - 2020 Apr 6

Keywords

  • axial chirality
  • biaryls
  • enantioselectivity
  • organocatalysts
  • synthetic methods

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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