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Cyclopentadienone Synthesis by Rhodium(I)-Catalyzed [3 + 2] Cycloaddition Reactions of Cyclopropenones and Alkynes

Paul A. Wender,* Thomas J. Paxton and Travis J. Williams

*Departments of Chemistry and of Molecular Pharmacology, Stanford University, Stanford, California 94305-5080, Email: wenderpstanford.edu

P. A. Wender, T. J. Paxton, T. J. Williams, J. Am. Chem. Soc., 2006, 128, 14814-14815.

DOI: 10.1021/ja065868p (free Supporting Information)


Abstract

The Rh(I)-catalyzed [3 + 2] cycloaddition of cyclopropenones and alkynes provides a highly efficient and regioselective route to cyclopentadienones (CPDs) that would be otherwise difficult to obtain. The versatility of the method is explored with a wide range of alkynes and diaryl- as well as arylalkylcyclopropenones.


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Key Words

Enones, Cyclopentenones


ID: J48-Y2006-3840