STEREOSELECTIVE AMINATION OF CHIRAL ENOLATES - SYNTHESIS OF ENANTIOMERICALLY PURE ALPHA,BETA-DIAMINO ACIDS, CHIRAL KEY COMPOUNDS IN THE SYNTHESIS OF CONFORMATIONALLY CONSTRAINED PEPTIDOMIMETRICS AND NON-PEPTIDOMIMETICS

Citation
R. Badorrey et al., STEREOSELECTIVE AMINATION OF CHIRAL ENOLATES - SYNTHESIS OF ENANTIOMERICALLY PURE ALPHA,BETA-DIAMINO ACIDS, CHIRAL KEY COMPOUNDS IN THE SYNTHESIS OF CONFORMATIONALLY CONSTRAINED PEPTIDOMIMETRICS AND NON-PEPTIDOMIMETICS, Tetrahedron : asymmetry, 6(11), 1995, pp. 2787-2796
Citations number
23
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
ISSN journal
09574166
Volume
6
Issue
11
Year of publication
1995
Pages
2787 - 2796
Database
ISI
SICI code
0957-4166(1995)6:11<2787:SAOCE->2.0.ZU;2-Z
Abstract
This work describes an efficient synthesis of enantiomerically pure (R )-2-aminomethylalanine, (R)-2-aminomethylnorvaline, (R)-2-aminomethylv aline, (R)-2-aminomethylleucine and (R)-2-aminomethylphenylalanine by electrophilic amination of chiral 2-cyanoesters with O-(diphenylphosph inyl)hydroxylamine followed by appropiate reduction and hydrolysis.