Nickel-catalyzed enantioselective arylation of pyridinium ions: Harnessing an iminium ion activation mode

Stephen T. Chau, J. Patrick Lutz, Kevin Wu, Abigail G. Doyle

Research output: Contribution to journalArticle

44 Scopus citations

Abstract

A nickel for your thoughts.ï̧ An enantioselective nickel-catalyzed cross-coupling between N-acylpyridinium salts and organozinc reagents is reported. The catalytic system, which is comprised of an air-stable NiII source and a chiral phosphoramidite ligand, affords 2-substituted-2,3-dihydro-4-pyridones with up to >99 % ee.

Original languageEnglish (US)
Pages (from-to)9153-9156
Number of pages4
JournalAngewandte Chemie - International Edition
Volume52
Issue number35
DOIs
StatePublished - Aug 26 2013

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)

Keywords

  • Negishi reaction
  • asymmetric catalysis
  • cross-coupling
  • nickel
  • nitrogen heterocycles

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