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Asymmetric Mannich Reactions with in Situ Generation of Carbamate-Protected Imines by an Organic Catalyst

Jun Song, Hui-Wen Shih and Li Deng*

*Department of Chemistry, Brandeis University, Waltham, Massachusetts 02454-9110, Email:

J. Song, H.-W. Shih, L. Deng, Org. Lett., 2007, 9, 603-606.

DOI: 10.1021/ol062837q

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A highly enantioselective Mannich reaction with in situ generation of carbamate-protected imines from stable α-amido sulfones catalyzed by an organic catalyst provides a concise and highly enantioselective route converting aromatic and aliphatic aldehydes into optically active aryl and alkyl β-amino acids.

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Key Words

Organocatalysis, Mannich Reaction, β-amino acids

ID: J54-Y2007-0530