Electrophilic amination and azidation of chiral α-alkyl phosphonamides: Asymmetric syntheses of α-amino α-alkyl phosphonic acids

Article abstract of DOI:10.1055/s-1994-25679

Stereoselective electrophilic aminations of chiral non racemic α-alkyl phosphonamides, derived from N,N'-dimethyl (R,R)-1,2-diaminocyclohexane, proceed with moderate to excellent enantioselectivities. The products are hydrolyzed and reduced to the corresponding α-alkyl α-amino phosphonic acids. The sense of asymmetric induction was confirmed by X-ray crystal structure analysis.