Catalytic highly enantioselective vinylogous Povarov reaction

Chem Commun (Camb). 2013 Jan 30;49(9):880-2. doi: 10.1039/c2cc38002a.

Abstract

The first example of a catalytic asymmetric vinylogous Povarov reaction is presented. 1-N-Acylamino-1,3-butadienes react selectively at their terminal double bond in the presence of a chiral phosphoric acid catalyst, delivering highly enantioenriched 1,2,3,4-tetrahydroquinolines bearing a synthetically versatile enecarbamate group at the 4-position.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Butadienes / chemistry*
  • Catalysis
  • Phosphoric Acids / chemistry*
  • Quinolines / chemical synthesis*
  • Stereoisomerism

Substances

  • Butadienes
  • Phosphoric Acids
  • Quinolines
  • 1,2,3,4-tetrahydroquinoline
  • phosphoric acid