Helical chiral 2-aminopyridinium ions: A new class of hydrogen bond donor catalysts

Norito Takenaka, Jinshui Chen, Burjor Captain, Robindro Singh Sarangthem, Appayee Chandrakumar

Research output: Contribution to journalArticle

134 Scopus citations

Abstract

Helical chiral 2-aminopyridinium ions were designed as a significantly more acidic (active) dual hydrogen-bonding catalyst than commonly used (thio)urea-based systems. The helicene framework was specifically utilized to position an inherently chiral barrier on the hydrogen-bonding side of the catalyst. The catalyst reactivity and enantioselectivity were successfully demonstrated in additions of 4,7-dihydroindoles to nitroalkenes (0.5-2 mol % catalyst loadings, up to 98:2 er).

Original languageEnglish (US)
Pages (from-to)4536-4537
Number of pages2
JournalJournal of the American Chemical Society
Volume132
Issue number13
DOIs
StatePublished - Apr 7 2010

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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