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Racemization-free Synthesis Of (S)-(+)-tylophorine From L-proline By Radical Cyclization.
Alexander Stoye, T. Opatz
Published 2010 · Chemistry, Medicine
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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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