Synfacts 2009(8): 0881-0881  
DOI: 10.1055/s-0029-1217443
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Stereoselective Coupling of Alkoxides and Alkynes

Contributor(s): Mark Lautens, Jane Panteleev
M.-L. Yao, T. R. Quick, Z. Wu, M. P. Quinn, G. W. Kabalka*
The University of Tennessee, Knoxville, USA
Further Information

Publication History

Publication Date:
23 July 2009 (online)

Significance

The authors report the coupling of alkoxides and alkynes to yield E-alkenes with good selectivity. While the use of stoichiometric TiX4 species is a limitation, the reaction is general giving products of high synthetic utility. This report builds on the authors’ pioneering work on similar coupling reactions (Org. Lett. 2005, 7, 2865).