Cyclic sulfamidates as lactam precursors. An efficient asymmetric synthesis of (-)-aphanorphine.
A short and efficient enantioselective synthesis of (-)-aphanorphine is described based on the use of a cyclic sulfamidate to provide a suitably functionalised lactam that allows for construction of the tricyclic 3-benzazepine scaffold.
Bower
John F
JF
School of Chemistry, University of Bristol, UK.
Szeto
Peter
P
Gallagher
Timothy
T
D000577:Amides / Q000737:chemistry*; D001952:Bridged-Ring Compounds / Q000737:chemistry*; D007769:Lactams / Q000737:chemistry*; D015394:Molecular Structure; D011758:Pyrroles / Q000737:chemistry*; D013237:Stereoisomerism; D013455:Sulfur / Q000737:chemistry*
D000577:Amides; D001952:Bridged-Ring Compounds; D007769:Lactams; D011758:Pyrroles; C434304:aphanorphine; D013455:Sulfur