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Synfacts 2008(10): 1020-1020  
DOI: 10.1055/s-2008-1078182
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of ent-Lepadin F

Contributor(s): Philip Kocienski, Indu Dager
A. Niethe, D. Fischer, S. Blechert*
Technische Universität Berlin, Germany
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Publikationsdatum:
22. September 2008 (online)

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Significance

Lepadins show selective activity against malaria-causing plasmodia and trypanosomes (main pathogens of sleeping sickness). The first enantioselective syntheses of lepadin F and lepadin G are reported here utilizing a tandem ene-yne-ene ring-closing metathesis to form the hexahydroquinoline D. Completion of the synthesis revealed that the products were the enan­tio­mers of lepadin F and lepadin G.