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Synfacts 2008(7): 0674-0674  
DOI: 10.1055/s-2008-1077861
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Formal Synthesis of (+)-Ottelione A

Contributor(s): Philip Kocienski, Arndt W. Schmidt
M. Y. Lee, K. H. Kim, S. Jiang, Y. H. Jung, J. Y. Sim, G.-S. Hwang*, D. H. Ryu*
Sungkyunkwan University, Suwon and Korea Basic Science Institute, Seoul, Republic of Korea
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Publikationsverlauf

Publikationsdatum:
20. Juni 2008 (online)

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Significance

(+)-Ottelione A shows high antitubercular and antitumor activities. An enantioselective Diels-Alder reaction, catalyzed by the chiral oxazaborolidinium salt B, was employed to construct the cis-bicyclic core. 1,4-Reduction was achieved using an N-heterocyclic carbene derivative of Stryker’s reagent (G → H).