Journal
ORGANIC LETTERS
Volume 9, Issue 4, Pages 603-606Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol062837q
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- NIGMS NIH HHS [GM-61591] Funding Source: Medline
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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.
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