The enantioselective synthesis of alpha-amino acid derivatives via organoboranes |
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| Authors: | O'Donnell Martin J Drew Mark D Cooper Jeremy T Delgado Francisca Zhou Changyou |
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| Affiliation: | Department of Chemistry, Indiana University Purdue University Indianapolis, 46202, USA. odonnell@chem.iupui.edu |
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| 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. |
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