Remote 1,6-stereocontrol by iminium-mediated organocatalytic events

Martin James Lear, Yujiro Hayashi

Research output: Contribution to journalArticlepeer-review

39 Citations (Scopus)

Abstract

Control freaks: Chiral amine catalysts prove to be highly proficient mediators in the asymmetric, polyconjugate addition of C-, N-, and S-based nucleophiles to acyclic dienals and cyclic dienones. For high 1,6-selectivities, the stereo spatial matching of the molecular orbitals and ionic charges of the reacting species are key. But can we widen the scope and how far can we go with remote, iminium-stereocontrol?

Original languageEnglish
Pages (from-to)3499-3501
Number of pages3
JournalChemCatChem
Volume5
Issue number12
DOIs
Publication statusPublished - 2013 Dec 1

Keywords

  • Michael addition
  • asymmetric catalysis
  • conjugation
  • iminium
  • organocatalysis

ASJC Scopus subject areas

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

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