Synfacts 2008(11): 1220-1220  
DOI: 10.1055/s-0028-1083383
Organo- and Biocatalysis
© Georg Thieme Verlag Stuttgart ˙ New York

Quaternary α-Amino Acids and Derivatives

Contributor(s): Benjamin List, Frank Lay
S. Cabrera, E. Reyes, J. Alemán, A. Milelli, S. Kobbelgaard, K. A. Jørgensen*
Aarhus University, Denmark
Further Information

Publication History

Publication Date:
23 October 2008 (online)

Significance

Racemic oxazolones 1 are used as masked amino acid fragments and employed in a diastereo- and enantioselective nucleophilic addition to α,β-unsaturated aldehydes 2. The reaction is catalyzed by commercially available diarylprolinol silyl ether 3 and yields α,α-disubstituted α-amino acid derivatives with two new chiral centers in a one-step synthesis.