%0 Journal Article %A Bates, Roderick W. %A Lu, Yongna %D 2009 %T A Formal Synthesis of Porantheridine and an Epimer %U https://acs.figshare.com/articles/journal_contribution/A_Formal_Synthesis_of_Porantheridine_and_an_Epimer/2805592 %R 10.1021/jo9021925.s002 %2 https://acs.figshare.com/ndownloader/files/4500097 %K synthesis %K Porantheridine %K introduction %K Formal Synthesis %K cyclization %K intermediate %K allene %K stereochemistry %K method %K porantheridine %K choice %K ion %K EpimerA %K iminium %X A formal synthesis of porantheridine and a synthesis of its C6-epimer have been completed, employing silver-catalyzed allene cyclization to form a common cis-isoxazolidine intermediate and related N-acyl iminium ion intermediates for side-chain introduction. The stereochemistry of this step can be controlled by choice of the N-protection method. %I ACS Publications