779337-23-4Relevant articles and documents
Direct organocatalytic asymmetric aldol reactions of α-amino aldehydes: Expedient syntheses of highly enantiomerically enriched anti-β-hydroxy-α-amino acids
Thayumanavan, Rajeswari,Tanaka, Fujie,Barbas III, Carlos F.
, p. 3541 - 3544 (2004)
(Chemical Equation Presented) A simple and efficient method for the synthesis of highly enantiomerically enriched β-hydroxy-α-amino acid derivatives has been developed. Direct asymmetric aldol reactions of a glycine aldehyde (aminoacetaldehyde) derivative have been performed under organocatalysis using L-proline or (S)-5-pyrrolidine-2-yl-1H-tetrazole. The reactions afforded anti-β-hydroxy-α-amino aldehydes in good yield with high diastereoselectivity (dr up to >100:1) and high enantioselectivity (up to >99.5% ee), which were easily transformed into β-hydroxy-α- amino acid derivatives.
