posted on 2011-09-28, 00:00authored byJacob 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.