52.Total Synthesis of (±)Maoecrystal V

J. X. Gong, G. Lin, W. Sun, C. C. Li*, Z. Yang*

J. Am. Chem. Soc. 2010, 132, 16745

• Top3 Most Accessed Article in J. Am. Chem. Soc. of 2010.

• Highlighted in Nature, December, 2010.

• Highlighted in Chemistry World, December, 2010.

• Highlighted in Synfacts, 2011, 3, 239 (“Synfact of the Month”).

• Highlighted in Org. Chem. Highlights, June, 2011.

A concise first total synthesis of (±) maoecrystal V (1) is reported. The synthesis features a Wessely oxidative dearomatization of a phenol, an intramolecular Diels−Alder reaction, and a Rh-catalyzed O−H bond insertion as key steps.