Synfacts 2009(4): 0358-0358  
DOI: 10.1055/s-0028-1088084
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Total Synthesis of (-)Clavirolide C

Contributor(s): Philip Kocienski, Indu Dager
M. K. Brown, A. H. Hoveyda*
Boston College, Chestnut Hill, USA
Further Information

Publication History

Publication Date:
23 March 2009 (online)

Significance

The first enantioselective total synthesis of (-)-clavirolide C is noteworthy for the use of different types of copper-catalyzed asymmetric conjugate additions to make both the fragments E and F as well as the final molecule. Also the phosphine-free ruthenium-based ring-closing metathesis to form the 11-membered ring is a rare example of its kind.