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Journal Article

Total Synthesis of Iejimalide B

MPS-Authors
http://pubman.mpdl.mpg.de/cone/persons/resource/persons58380

Fürstner,  Alois
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons58845

Nevado,  Cristina
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons59055

Tremblay,  Martin
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons58487

Chevrier,  Carine
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons59040

Teplý,  Filip
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons58387

Aïssa,  Christophe
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

http://pubman.mpdl.mpg.de/cone/persons/resource/persons59094

Waser,  Mario
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Fürstner, A., Nevado, C., Tremblay, M., Chevrier, C., Teplý, F., Aïssa, C., et al. (2006). Total Synthesis of Iejimalide B. Angewandte Chemie International Edition, 45(35), 5837-5842. doi:10.1002/anie.200601860.


Cite as: http://hdl.handle.net/11858/00-001M-0000-0025-AD6E-0
Abstract
Metathesis to the rescue: Although counterintuitive at first sight, application of ring-closing metathesis (RCM) to a cyclization precursor containing 10 double bonds has led to the selective and high-yielding formation of the macrocyclic core of iejimalide B, a potent cytotoxic agent of marine origin. In contrast, a macrolactonization approach failed to afford this intricate target.