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A Concise Total Synthesis of (−)-Maoecrystal Z

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posted on 28.09.2011, 00:00 by Jacob Y. Cha, John T. S. Yeoman, Sarah E. Reisman
The first total synthesis of (−)-maoecrystal Z is described. The key steps of the synthesis include a diastereoselective TiIII-mediated reductive epoxide coupling reaction and a diastereoselective SmII-mediated reductive cascade cyclization reaction. These transformations enabled the preparation of (−)-maoecrystal Z in only 12 steps from (−)-γ-cyclogeraniol.