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Reflections upon Olefin Metathesis in Carbohydrate Chemistry

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

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

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Citation

Fürstner, A. (2005). Reflections upon Olefin Metathesis in Carbohydrate Chemistry. In R. Roy (Ed.), Glycomimetics: Modern Synthetic Methodologies, ACS Symp. Ser., Vol. 896 (pp. 1-22). Washington, DC: American Chemical Society.


Cite as: http://hdl.handle.net/11858/00-001M-0000-0025-AEA5-8
Abstract
Selected total syntheses of structurally diverse natural products are summarized which are invariably based upon the elaboration of sugar-derived building blocks by olefin metathesis. The chosen targets are conduritol F and congeners, the marine lipidic lactone ascidiatrienolide, the phytotoxic agents herbarumin and pinolidoxin, as well as the complex resin glycosides tricolorin and woodrosin. These examples allow to deduce some of the strategic advantages of metathesis in advanced organic synthesis.