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Synfacts 2005(3): 0272-0272  
DOI: 10.1055/s-2005-921601
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of RK-397

Contributor(s): Philip Kocienski
S. E. Denmark*, S. Fujimori
University of Illinois at Urbana Champaign, USA
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Publication History

Publication Date:
22 November 2005 (online)

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Significance

Members of the polyene macrolide family have antifungal activity. The single stereogenic center in fragment C, generated by a Lewis base-catalyzed vinylogous aldol reaction (50 mmol scale), was used to introduce 8 of the 10 stereogenic centers in RK-397 using substrate control.