Journal article
The Enantioselective Synthesis of α-Amino Acid Derivatives via Organoboranes
Abstract
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.
Authors
O'Donnell MJ; Drew MD; Cooper JT; Delgado F; Zhou C
Journal
Journal of the American Chemical Society, Vol. 124, No. 32, pp. 9348–9349
Publisher
American Chemical Society (ACS)
Publication Date
August 1, 2002
DOI
10.1021/ja017522e
ISSN
0002-7863