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
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
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.