69.Synthesizing the Tetracyclic Core of Nanolobatolide

Le Chang , Hao Jiang , Junkai Fu , Bin Liu , Chuang-chuang Li, and Zhen Yang

J. Org. Chem., 2012, 77,  3609

 

A concise synthetic pathway that enables the stereoselective construction of the tetracyclic core of nanolobatolide has been developed by applying a tandem ring-closing metathesis (RCM) reaction of dienynes, a Eu(fod)3-catalyzed intermolecular Diels–Alder reaction, and a biomimetic epoxide opening reaction as key steps.

jo-2012-00039q_0007