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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)

The enantioselective synthesis of alpha-amino acid derivatives via organoboranes.

Optically active (S)-alpha-amino acids are prepared in 54-95% ee (12 cases) by reaction of the Schiff base acetate of glycine tert-butyl ester with B-alkyl-9-BBN derivatives in the presence of the Cinchona alkaloid, cinchonidine, and base. The enantiomeric (R)-alpha-amino acids are available in 59-92% ee (3 cases) by using cinchonine as the chiral control element.[1]


  1. The enantioselective synthesis of alpha-amino acid derivatives via organoboranes. O'Donnell, M.J., Drew, M.D., Cooper, J.T., Delgado, F., Zhou, C. J. Am. Chem. Soc. (2002) [Pubmed]
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