Enantioselective Robinson-type annulation reaction catalyzed by chiral phosphoric acids.
Let's resolve our differences: Implementation of an enantioselective Michael addition followed by an intramolecular aldol reaction catalyzed by two phosphoric acids has enabled the synthesis of cyclohexenone derivatives with excellent enantioselectivities. Prominent kinetic resolution was observed in the latter reaction. Ar = aromatic group, X = H, halogen, Y = H, Me, halogen.
Akiyama
Takahiko
T
Department of Chemistry, Gakushuin University, 1-5-1, Mejiro, Toshima-ku, Tokyo 171-8588, Japan. takahiko.akiyama@gakushuin.ac.jp
Katoh
Takuya
T
Mori
Keiji
K
D000447:Aldehydes / Q000737:chemistry; D002384:Catalysis; D003512:Cyclohexanones / Q000138:chemical synthesis*; D010756:Phosphoric Acids / Q000737:chemistry*; D013237:Stereoisomerism
D000447:Aldehydes; D003512:Cyclohexanones; D010756:Phosphoric Acids; C116609:3-hydroxybutanal