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Synfacts 2009(6): 0586-0586  
DOI: 10.1055/s-0029-1216677
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of (+)-Psymberin

Contributor(s): Philip Kocienski, Indu Dager
III, A. B. Smith*, J. A. Jurica, S. P. Walsh
University of Pennsylvania, Philadelphia, USA
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Publication History

Publication Date:
25 May 2009 (online)

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Significance

The synthesis of the sponge cytotoxin (+)-psymberin features a Curtius rearrangement for introducing the N,O-aminal with high diastereoselectivity (J → K). A related process for the synthesis of mycalamide B has been described (P. Kocienski et al. Synlett 1998, 869).