Asymmetric synthesis of multi-substituted triptycenes via enantioselective alkynylation of 1,5-dibromoanthracene-9,10-dione

Takanori Shibata, Yuri Kamimura

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Enantioselective alkynylation of 1,5-dibromoanthracene-9,10-dione by alkynyllithium reagents prepared from alkynes, n-BuLi, and sparteine gave chiral cis-diols possessing two alkyne moieties with moderate ee. Subsequent Ru-catalyzed [2+2+2] cycloaddition of the diol with alkynes afforded chiral 1,5-dibromotriptycenes.

Original languageEnglish
Pages (from-to)41-45
Number of pages5
JournalTetrahedron Asymmetry
Volume26
Issue number1
DOIs
Publication statusPublished - 2015 Jan 15

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ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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