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Synfacts 2009(11): 1230-1230
DOI: 10.1055/s-0029-1218119
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
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.