Highly Enantioselective Catalytic Addition of Grignard Reagents to N-Heterocyclic Acceptors

Yafei Guo, Syuzanna R. Harutyunyan*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

4 Citations (Scopus)
142 Downloads (Pure)

Abstract

General methods to prepare chiral N-heterocyclic molecular scaffolds are greatly sought after because of their significance in medicinal chemistry. Described here is the first general catalytic methodology to access a wide variety of chiral 2- and 4-substituted tetrahydro-quinolones, dihydro-4-pyridones, and piperidones with excellent yields and enantioselectivities, utilizing a single catalyst system.

Original languageEnglish
Pages (from-to)12950-12954
Number of pages5
JournalAngewandte Chemie-International Edition
Volume58
Issue number37
DOIs
Publication statusPublished - 9-Sep-2019

Keywords

  • alkaloids
  • asymmetric catalysis
  • copper
  • Grignard reagent
  • Michael addition
  • DIELS-ALDER REACTIONS
  • ASYMMETRIC-SYNTHESIS
  • CONJUGATE ADDITION
  • TRANSFER HYDROGENATION
  • DIALKYLZINC REAGENTS
  • EFFICIENT SYNTHESIS
  • 1,4-ADDITION
  • QUINOLINES
  • 2-ARYL-2,3-DIHYDRO-4-QUINOLONES
  • N-CARBAMOYL-4-PYRIDONES

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