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Synfacts 2007(1): 0004-0004  
DOI: 10.1055/s-2006-955650
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (±)-Magnofargesin

Contributor(s): Philip Kocienski, Thomas Snaddon
D. J. Wardrop*, J. Fritz
University of Illinois at Chicago, USA
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Publikationsdatum:
15. Dezember 2006 (online)

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Significance

(-)-Magnofargesin is an antagonist of platelet-activating factor (PAF), a phospholipid involved in numerous biological events. Inhibitors of PAF are of interest for the treatment of asthma. This synthesis is notheworthy for (1) the 1,5-C-H insertion of an alkylidinecarbene to generate a dihydrofuran, and (2) the use of a vinylsulfone as a fulcrum with which to install the appropriate functionality.