Alkynes as Synthetic Equivalents to Stabilized Wittig Reagents: Intra- and Intermolecular Carbonyl Olefinations Catalyzed by Ag(I), BF3, and HBF4
Jong Uk Rhee and Michael J. Krische*
*Department of Chemistry and Biochemistry, University of Texas at Austin,
Austin, Texas 78712, Email: mkrischemail.utexas.edu
J. U. Rhee, M. J. Krische, Org. Lett., 2005, 7, 2493-2495.
DOI: 10.1021/ol050838x
Abstract
The use of cationic silver (AgSbF4) as a catalyst for intra- and intermolecular alkyne-carbonyl coupling is described. Intermolecular coupling proceeds stereoselectively to afford trisubstituted enones.
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Key Words
Olefination, Enones, 3-Pyrrolines, 2,5-Dihydrofurans, Cyclopentenes
ID: J54-Y2005-640