ELECTROPHILIC AMINATION AND AZIDATION OF CHIRAL ALPHA-ALKYL PHOSPHONAMIDES - ASYMMETRIC SYNTHESES OF ALPHA-AMINO ALPHA-ALKYL PHOSPHONIC-ACIDS

Citation
S. Hanessian et Yl. Bennani, ELECTROPHILIC AMINATION AND AZIDATION OF CHIRAL ALPHA-ALKYL PHOSPHONAMIDES - ASYMMETRIC SYNTHESES OF ALPHA-AMINO ALPHA-ALKYL PHOSPHONIC-ACIDS, Synthesis, 1994, pp. 1272-1274
Citations number
30
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00397881
Year of publication
1994
Pages
1272 - 1274
Database
ISI
SICI code
0039-7881(1994):<1272:EAAAOC>2.0.ZU;2-H
Abstract
Stereoselective electrophilic aminations of chiral non racemic a-alkyl phosphonamides, derived from N,N'-dimethyl (R,R)-1,2-diaminocyclohexa ne, proceed with moderate to excellent enantioselectivities. The produ cts are hydrolyzed and reduced to the corresponding alpha-alkyl alpha- amino phosphonic acids. The sense of asymmetric induction was confirme d by X-ray crystal structure analysis.