Asymmetric Mannich reactions with in situ generation of carbamate-protected imines by an organic catalyst |
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Authors: | Song Jun Shih Hui-Wen Deng Li |
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Institution: | Department of Chemistry, Brandeis University, Waltham, Massachusetts 02454-9110, USA. |
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Abstract: | The instability of carbamate-protected alkyl imines has greatly hampered the development of catalytic asymmetric Mannich reactions suitable for the synthesis of optically active carbamate-protected chiral alkyl amines. A highly enantioselective Mannich reaction with in situ generation of carbamate-protected imines from stable alpha-amido sulfones catalyzed by an organic catalyst was developed. This reaction provides a concise and highly enantioselective route converting aromatic and aliphatic aldehydes into optically active aryl and alkyl beta-amino acids. reaction: see text]. |
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