Synfacts 2006(5): 0491-0491  
DOI: 10.1055/s-2006-934422
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Alkoxide-Directed Carbometallation of Internal Alkynes

Contributor(s): Paul Knochel, Andrei Gavryushin
J. Ryan, G. C. Micalizio*
Yale University, New Haven, USA
Further Information

Publication History

Publication Date:
21 April 2006 (online)

Significance

This is a novel interesting method for a selective formation of complex carbon 1,3-diene frameworks, based on the directed intermolecular carbometallation of internal alkynes. The protocol is simple and does not require expensive or toxic reagents or catalysts. A broad functional group tolerance can be expected. The authors showed the applicability of their method in the synthesis of complex molecules, bearing multiple chiral centers. Obviously, this elegant method will find applications in the synthesis of complex natural products.