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Synfacts 2007(6): 0570-0570  
DOI: 10.1055/s-2007-968518
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of RK-397

Contributor(s): Philip Kocienski
M. J. Mitton-Fry, A. J. Cullen, T. Sammakia*
University of Colorado, Boulder, USA
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Publikationsdatum:
22. Mai 2007 (online)

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Significance

RK-397 possesses antifungal, antitumor and antibacterial activity. Stereoselective aldol reactions, hydroxyl-directed reductions and allylborations were used to create most of the stereo­centers in the polyol portion of the target. Markworthy features include the cross-metathesis of heptatrienal and fragment A to initiate construction of the polyene fragment and the 1,5-asymmetric induction used to fashion fragment D.