Enantioselective total synthesis of (+)-homochelidonine by a PdII-catalyzed asymmetric ring-opening reaction of a meso-azabicyclic alkene with an aryl boronic acid.
McManus
Helen A
HA
Department of Chemistry, Davenport Chemical Laboratories, University of Toronto, 80 St. George St., Toronto, ON M5S 3H6, Canada.
Fleming
Matthew J
MJ
Lautens
Mark
M
D000470:Alkaloids / Q000737:chemistry; D000475:Alkenes / Q000737:chemistry*; D053119:Benzophenanthridines / Q000138:chemical synthesis* / Q000737:chemistry; D001600:Berberine Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D006900:Hydroxylation; D008024:Ligands; D015394:Molecular Structure; D009281:Naphthalenes / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
D000470:Alkaloids; D000475:Alkenes; D053119:Benzophenanthridines; D001600:Berberine Alkaloids; D001897:Boronic Acids; D008024:Ligands; D009281:Naphthalenes; C031721:naphthalene; D010165:Palladium; C517745:homochelidonine