Catalytic asymmetric Pictet-Spengler reaction.
A catalytic asymmetric Pictet-Spengler reaction has been developed, wherein treating substituted tryptamines with an aldehyde in the presence of a catalytic amount of a chiral phosphoric acid provides the corresponding tetrahydro-beta-carboline derivatives in high yields and enantiomeric excesses. The reaction works well with both aliphatic and aromatic aldehydes.
Seayad
Jayasree
J
Max-Planck-Institut für Kohlenforschung, Mülheim an der Ruhr, Germany.
Seayad
Abdul Majeed
AM
List
Benjamin
B
D000447:Aldehydes / Q000737:chemistry; D002243:Carbolines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D013237:Stereoisomerism; D014363:Tryptamines / Q000737:chemistry*
D000447:Aldehydes; D002243:Carbolines; D014363:Tryptamines; C009804:tryptoline