Intramolecular Consecutive Dehydro-Diels–Alder Reaction for the Catalytic and Enantioselective Construction of Axial Chirality

Takanori Shibata, Ayato Sekine, Akihito Mitake, Kyalo Stephen Kanyiva

Research output: Contribution to journalArticlepeer-review

9 Citations (Scopus)

Abstract

Consecutive thermal and metal-catalyzed dehydro-Diels–Alder (DDA) reactions of sulfur-tethered tetraynes, possessing a 1,3-diyne moiety, proceeded efficiently, and axial chirality was achieved for the resulting dibenzothiophenyl moieties. Chiral-rhodium catalysis realized a highly enantioselective synthesis, and transformations into bis(benzocarbazole) derivatives were also achieved.

Original languageEnglish
Pages (from-to)15862-15865
Number of pages4
JournalAngewandte Chemie - International Edition
Volume57
Issue number48
DOIs
Publication statusPublished - 2018 Nov 26

Keywords

  • axial chirality
  • cycloaddition
  • enantioselectivity
  • heterocycles
  • rhodium

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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