UNUSUAL AMINO-ACIDS .4. ASYMMETRIC-SYNTHESIS OF THIENYLALANINES

Citation
C. Dobler et al., UNUSUAL AMINO-ACIDS .4. ASYMMETRIC-SYNTHESIS OF THIENYLALANINES, Tetrahedron : asymmetry, 4(8), 1993, pp. 1833-1842
Citations number
37
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
ISSN journal
09574166
Volume
4
Issue
8
Year of publication
1993
Pages
1833 - 1842
Database
ISI
SICI code
0957-4166(1993)4:8<1833:UA.AOT>2.0.ZU;2-#
Abstract
(Z)-2-N-Acylamino-3-thienyl-acrylic acids and their esters were prepar ed by known procedures and hydrogenated to the corresponding optically active 2-N-acetyl(or benzoyl)-3-(2- or 3-thienyl)-alanines with optic al yields up to 90 % using the rhodium complexes of ''PROPRAPHOS'' 6a, b and phino)-2-exo-hydroxy,3-endo-methylamino-norbornane 6c as chiral catalysts, Recrystallization and deacylation of the obtained amino aci d derivatives yields the optically pure hydrochlorides of the thienyla lanines and the free amino acids.