A highly enantioselective catalytic domino aza-Michael/aldol reaction: One-pot organocatalytic asymmetric synthesis of 1,2-dihydroquinolidines

Henrik Sundén, Ramon Rios, Ismail Ibrahem, Gui Ling Zhao, Lars Eriksson, Armando Córdova

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119 Scopus citations

Abstract

The highly enantioselective organocatalytic domino aza-Michael/aldol reaction is presented. The unprecedented, chiral amine-catalyzed asymmetric domino reactions between 2-aminobenzaldehydes and α,β-unsaturated aldehydes proceed with excellent chemo- and enantioselectivity to give the corresponding pharmaceutically valuable 1,2-dihydroquinolines derivatives in high yields with 90 to >99% ee.

Original languageBritish English
Pages (from-to)827-832
Number of pages6
JournalAdvanced Synthesis and Catalysis
Volume349
Issue number6
DOIs
StatePublished - Apr 2007

Keywords

  • Asymmetric catalysis
  • Aza-Michael reaction
  • Domino reactions
  • Nitrogen heterocycles;α,βunsaturated aldehydes

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