ISSN:
1438-2199
Keywords:
Amino acids
;
Non-proteinogenic optically active amino acids
;
D- and L-enantiomers
;
Dehydroamino acids
;
Chiral rhodium catalysts
;
Asymmetric hydrogenation
Source:
Springer Online Journal Archives 1860-2000
Topics:
Medicine
Notes:
Summary Non-proteinogenic amino acids play an increasing role in oligopeptide chemistry. Their pharmacological and chemical properties, caused by D-configuration and “unnatural” residues, are more and more used for drug design. Different methods of asymmetric synthesis have been developed during the last decade to prepare “unusual” amino acids. One of them, the asymmetric hydrogenation of dehydroamino aids catalyzed by chiral rhodium (I) complexes, will be described. A series of examples, D- and L-configured, like naphthyl-, thienyl-, furyl-, and pyridylalanines, as well as phenylalanines substituted by chlorine, fluorine, p-nitro, p-methyl, p-trifluoromethyl, p-isopropyl, and p-tert-butyl have been prepared and characterized. Some analytical data like melting points and values of optical rotation are summarized in tables.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00807936
Permalink
