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Synfacts 2006(8): 0754-0754  
DOI: 10.1055/s-2006-941926
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Pyranicin

Contributor(s): Philip Kocienski, John Cooksey
D. Strand, P.-O. Norrby, T. Rein*
KTH Chemical Science and Engineering, Stockholm and Astrazeneca, Södertälje, Sweden; Technical University of Denmark, Lyngby, Denmark
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Publikationsdatum:
21. Juli 2006 (online)

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Significance

Pyranicin and pyragonicin are annonaceous acetogonins that exhibit potent anti-microbial, pesticidal and cytotoxic properties. Rein and co-workers describe convergent and stereoselective total syntheses of both pyranicin and pyragonicin in which the meso-aldehyde A was desymmetrized by an asymmetric Still-Gennari olefination reaction.