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A Formal Synthesis of Porantheridine and an Epimer

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journal contribution
posted on 18.12.2009 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 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.