Synfacts 2009(11): 1230-1230  
DOI: 10.1055/s-0029-1218119
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart ˙ New York

Brønsted Acid Catalyzed Formation of Enynes

Contributor(s): Mark Lautens, David A. Candito
S. R. Mothe, P. W. H. Chan*
Nanyang Technological University, Singapore
Further Information

Publication History

Publication Date:
22 October 2009 (online)

Significance

Conjugated enynes are useful building blocks in organic synthesis, thus regio- and stereoselective methods for their formation are of interest. Ring opening of 1-cyclopropyl-2-propyn-1-ols (1) with heteroatom nucleophiles to provide conjugated enynes has been previously reported with gold, ruthenium, and ytterbium catalysts. The authors report an efficient protocol for the ring opening of 1 employing a Brønsted acid catalyst.