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  • Title: Racemization-free synthesis of (S)-(+)-tylophorine from L-proline by radical cyclization.
    Author: Stoye A, Opatz T.
    Journal: Org Lett; 2010 May 07; 12(9):2140-1. PubMed ID: 20377275.
    Abstract:
    The phenanthroindolizidine alkaloid (S)-(+)-tylophorine was synthesized from L-proline in nine linear steps including a double bromination and a free-radical cyclization of an N-aziridinylimine as the key steps. The phenanthrene moiety was prepared from homoveratric acid and veratraldehyde and permits the variation of each oxygen-substituted ring.
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