In this paper we describe a useful synthetic procedure leading in very good yields to mono- and bis-alpha-aminophosphonic acid dialkylesters containing the free phenolic hydroxyl group in a strategic position of the aromatic ring in order to enhance complexation with metal ions. This synthetic procedure is based on the addition of a solution of sodium dialkyl phosphite in phosphite to imine precursors. The addition reaction is highly stereospecific: only one diastereomer for each of the bis-alpha-aminophosphonic acid dialkylesters is formed. All compounds were characterized by NMR (H-1 and P-31) and by FAB-MS spectroscopy.
alpha-aminophosphonates bearing free hydroxyl groups in the aromatic rings. Synthesis and NMR characterization
FAILLA, Salvatore;
1997-01-01
Abstract
In this paper we describe a useful synthetic procedure leading in very good yields to mono- and bis-alpha-aminophosphonic acid dialkylesters containing the free phenolic hydroxyl group in a strategic position of the aromatic ring in order to enhance complexation with metal ions. This synthetic procedure is based on the addition of a solution of sodium dialkyl phosphite in phosphite to imine precursors. The addition reaction is highly stereospecific: only one diastereomer for each of the bis-alpha-aminophosphonic acid dialkylesters is formed. All compounds were characterized by NMR (H-1 and P-31) and by FAB-MS spectroscopy.File in questo prodotto:
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