Organocatalytic asymmetric aza-Nazarov cyclization of an azirine.
An unusual organocatalytic asymmetric cyclization of a ketoazirine that is accompanied by a kinetic resolution leads to 4-hydroxy-3-oxo-1,2,3,6-tetrahydropyridine-2-carboxylates in >99/1 er.
Shimada
Naoyuki
N
Department of Chemistry, University of Hawaii, 2545 The Mall, Honolulu, HI 96822, USA.
Ashburn
Bradley O
BO
Basak
Ashok K
AK
Bow
William F
WF
Vicic
David A
DA
Tius
Marcus A
MA
D001372:Aza Compounds / Q000737:chemistry*; D001389:Azirines / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D003500:Cyclization; D008968:Molecular Conformation
D001372:Aza Compounds; D001389:Azirines