Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, United States.
J Am Chem Soc. 2011 Sep 28;133(38):14964-7. doi: 10.1021/ja2073356. Epub 2011 Aug 30.
The first total synthesis of (-)-maoecrystal Z is described. The key steps of the synthesis include a diastereoselective Ti(III)-mediated reductive epoxide coupling reaction and a diastereoselective Sm(II)-mediated reductive cascade cyclization reaction. These transformations enabled the preparation of (-)-maoecrystal Z in only 12 steps from (-)-γ-cyclogeraniol.
首次全合成了 (-)-maoecrystal Z。该合成的关键步骤包括立体选择性 Ti(III)介导的还原环氧化物偶联反应和立体选择性 Sm(II)介导的还原级联环化反应。这些转化仅通过 (-)-γ-香叶草醇经过 12 步反应就制备得到了 (-)-maoecrystal Z。