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Chiral Brønsted Acid from a Cationic Gold(I) Complex: Catalytic Enantioselective Protonation of Silyl Enol Ethers of Ketones

Cheol Hong Cheon, Osamu Kanno and F. Dean Toste*

*Department of Chemistry, University of California, Berkeley, California 94720, United States, Email:

C. H. Cheon, O. Kanno, F. D. Toste, J. Am. Chem. Soc., 2011, 133, 12875-12879.

DOI: 10.1021/ja204331w

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An enantioselective protonation reaction of silyl enol ethers of ketones in the presence of a cationic gold(I) disphosphine complex as chiral Brønsted acid and of alcoholic solvent gave optically active cyclic and acyclic ketones in excellent yields and high enantioselectivities.

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Key Words

Hydrolysis of Enol Ethers, Silyl Enol Ethers

ID: J48-Y2011-2320