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Ag-Catalyzed Asymmetric Mannich Reactions of Enol Ethers with Aryl, Alkyl, Alkenyl, and Alkynyl Imines

Nathan S. Josephsohn, Marc L. Snapper and Amir H. Hoveyda*

*Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, Email:

N. S. Josephsohn, M. L. Snapper, A. H. Hoveyda, J. Am. Chem. Soc., 2004, 126, 3734-3735.

DOI: 10.1021/ja049388e


An efficient catalytic and enantioselective method for Mannich reactions between trimethylsilyl enol ethers derived from acetone and acetophenone and aryl, alkenyl, alkynyl, and alkyl imines allows the synthesis of a various β-amino ketones in the presence of 1-5 mol % AgOAc and an inexpensive amino acid-derived phosphine.

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Key Words

Mannich reaction, β-amino ketones, multicomponent reactions

ID: J48-Y2004-1450