A Formal Synthesis of Porantheridine and an Epimer

2009-12-18T00:00:00Z (GMT) by Roderick W. Bates Yongna Lu
A formal synthesis of porantheridine and a synthesis of its C6-epimer have been completed, employing silver-catalyzed allene cyclization to form a common <i>cis</i>-isoxazolidine intermediate and related <i>N</i>-acyl iminium ion intermediates for side-chain introduction. The stereochemistry of this step can be controlled by choice of the <i>N</i>-protection method.