Diastereoselective hydrophosphonylation of imines using (R,R)-TADDOL phosphite. Asymmetric synthesis of alpha-aminophosphonic acid derivatives.
Efficient synthesis of alpha-aminophosphonic acid derivatives is achieved, the key step being a diastereoselective hydrophosphonylation of N-diphenylphosphinyl imines using a readily available chiral cyclic (R,R)-TADDOL-phosphite derived from inexpensive natural tartaric acid.
Palacios
Francisco
F
Departamento de Química Orgánica I, Facultad de Farmacia, Universidad del País Vasco, Apartado 450, 01080 Vitoria, Spain. francisco.palacios@ehu.es
Olszewski
Tomasz K
TK
Vicario
Javier
J
D007097:Imines / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D063065:Organophosphonates / Q000138:chemical synthesis* / Q000737:chemistry; D017905:Phosphites / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism; D013644:Tartrates / Q000138:chemical synthesis / Q000737:chemistry
D007097:Imines; D063065:Organophosphonates; D017905:Phosphites; D013644:Tartrates; C029768:tartaric acid