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  • Title: Expedient syntheses of antofine and cryptopleurine via intramolecular 1,3-dipolar cycloaddition.
    Author: Kim S, Lee YM, Lee J, Lee T, Fu Y, Song Y, Cho J, Kim D.
    Journal: J Org Chem; 2007 Jun 22; 72(13):4886-91. PubMed ID: 17523674.
    Abstract:
    The practical and expedient total syntheses of the representative phenanthroindolizidine and phenanthroquinolizidine alkaloids, antofine and cryptopleurine, are described. Construction of the pyrrolidine and piperidine ring of each alkaloid was achieved by using an intramolecular 1,3-dipolar cycloaddition of an azide onto an alkene and subsequent reduction of the resulting imine and aziridine.
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