Synfacts 2007(9): 0952-0952  
DOI: 10.1055/s-2007-968860
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Highly Stereoselective Cycloisomerization of Alkoxyalkynes

Contributor(s): Hisashi Yamamoto, Marina Naodovic
J. Barluenga*, L. Riesgo, R. Vicente, L. A. López, M. Tomás
Universidad de Oviedo, Spain
Further Information

Publication History

Publication Date:
23 August 2007 (online)


A novel mode of reactivity in metal-catalyzed cycloisomerization of propargylic esters is described. The crucial result shown in this report is the ability of a copper catalyst, which is rarely used in these types of reaction, to yield rearranged products smoothly. This is one of the first examples where alkoxyalkyne substrates were used.