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A New Chiral Rh(II) Catalyst for Enantioselective [2 + 1]-Cycloaddition. Mechanistic Implications and Applications

Yan Lou, Manabu Horikawa, Robin A. Kloster, Natalie A. Hawryluk and E. J. Corey*

*Department of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts, 02138, Email: coreychemistry.harvard.edu

Y. Lou, M. Horikawa, R. A. Kloster, N. A. Hawryluk, E. J. Corey, J. Am. Chem. Soc., 2004, 126, 8916-8918.

DOI: 10.1021/ja047064k (free Supporting Information)



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Abstract

A novel Rh(II)-catalyzed enantioselective [2 + 1]-cycloaddition of ethyl diazoacetate to terminal acetylenes and olefins with high enantioselectivity is described. The catalyst, which is readily available, robust, and effective, can be recovered and reused.

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Key Words

Cycloalkenes, Cyclopropanation


ID: J48-Y2004-1300