Highly enantioselective organocatalytic formation of a quaternary carbon center via chiral Brønsted acid catalyzed self-coupling of enamides.
The enantioselective BINOL-phosphate catalyzed formation of a quaternary carbon center, bearing a N-atom has been achieved through the self-coupling reaction of enamides; the corresponding products have been isolated in up to >99% ee and their application for the synthesis of versatile synthetic building blocks-beta-aminoketones-has been demonstrated.
Baudequin
Christine
C
Department of Chemistry and Pharmacy, University of Erlangen-Nuremberg, Henkestrasse 42, 91054 Erlangen, Germany. tsogoeva@chemie.uni-erlangen.de
Zamfir
Alexandru
A
Tsogoeva
Svetlana B
SB
D000143:Acids / Q000737:chemistry*; D000577:Amides / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D009284:Naphthols / Q000737:chemistry*; D010710:Phosphates / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity
D000143:Acids; D000577:Amides; C406944:BINOL, naphthol; D009284:Naphthols; D010710:Phosphates; D002244:Carbon