Concise Enantioselective Total Syntheses of (+)??Homochelidonine,(+)??Chelamidine,(+)??Chelidonine,(+)??Chelamine and (+)??Norchelidonine by a PdII??Catalyzed …
MJ Fleming, HA McManus, A Rudolph…
Index: Fleming, Matthew J.; McManus, Helen A.; Rudolph, Alena; Chan, Walter H.; Ruiz, Jeremy; Dockendorff, Chris; Lautens, Mark Chemistry - A European Journal, 2008 , vol. 14, # 7 p. 2112 - 2124
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Citation Number: 32
Abstract
Abstract New enantioselective syntheses of the B/C hexahydrobenzo [c] phenanthridine alkaloids (+)-homochelidonine,(+)-chelamidine,(+)-chelidonine,(+)-chelamine, and (+)- norchelidonine are described. Our rapid and convergent route to this class of natural products involved the development and application of a Pd II-catalyzed asymmetric ring- opening reaction of a meso-azabicyclic alkene with an aryl boronic acid as the key step. ...
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