Diethyl alpha-amino-alpha-alkyl-phosphonates are obtained in good to high enantiomeric excesses by alkylation of chiral phosphonoglycine equivalents embodying the camphor skeleton. The chelating effects in the alkylation step play an important role in enhancing the diastereoselectivity of the reaction as substantiated by semiempirical calculations (AM1).
Asymmetric synthesis of diethyl α-amino- α-alkyl-phosphonates by alkylation of chiral phosphonoglycine equivalents: role of chelating effects / G. Jommi, G. Miglierini, R. Pagliarin, G. Sello, M. Sisti. - In: TETRAHEDRON-ASYMMETRY. - ISSN 0957-4166. - 3:9(1992), pp. 1131-1134.
Titolo: | Asymmetric synthesis of diethyl α-amino- α-alkyl-phosphonates by alkylation of chiral phosphonoglycine equivalents: role of chelating effects |
Autori: | SELLO, GUIDO GIOVANNI (Penultimo) |
Parole Chiave: | inhibitors; acids |
Settore Scientifico Disciplinare: | Settore CHIM/06 - Chimica Organica |
Data di pubblicazione: | 1992 |
Rivista: | |
Tipologia: | Article (author) |
Digital Object Identifier (DOI): | http://dx.doi.org/10.1016/S0957-4166(00)82094-7 |
Appare nelle tipologie: | 01 - Articolo su periodico |