The Direct Catalytic Asymmetric Cross‐Mannich Reaction: A Highly Enantioselective Route to 3‐Amino Alcohols and α‐Amino Acid Derivatives

摘要: The first proline-catalyzed direct catalytic asymmetric one-pot, three-component cross-Mannich reaction has been developed. highly chemoselective reactions between two different unmodified aldehydes and one aromatic amine are new routes to 3-amino with dr>19:1 up >99 % ee. syn-selective in several cases the carbon centers formed absolute stereocontrol. does not display nonlinear effects therefore only proline molecule is involved transition state. was also catalyzed good selectivity by other derivatives. Mannich products were converted into alcohols 2-aminobutane-1,4-diols three-component, aldehydes, p-anisidine, ethyl glyoxylate have novel furnishes either enantiomer of unnatural α-amino acid derivatives high yield readily scaled up, operationally simple, conductible environmentally benign wet solvents. mechanism stereochemistry proline-catalyzed, discussed.