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Synthesis of functionalized α-amino-phosphine oxides and -phosphonates by addition of amines and aminoesters to 4-phosphinyl- and 4-phosphonyl-1,2-diaza-1,3-butadienes
Authors:Francisco Palacios,Domitila Aparicio,Yago Ló  pez,Jesú  s M. de los Santos
Affiliation:Departamento de Química Orgánica I, Facultad de Farmacia. Universidad del País Vasco, Apartado 450, 01080 Vitoria, Spain
Abstract:
1,2-Diaza-1,3-butadienes derived from phosphine oxides and phosphonates and with optically active substituents on N-1 and C-3 are obtained by 1,4-elimination from chlorohydrazonoalkyl-phosphine oxides and -phosphonates in the presence of bases. Michael addition (1,4-addition) of ammonia, aliphatic and aromatic amines and aminoesters to these azo-alkenes gives functionalized α-amino-phosphine oxides and -phosphonates.
Keywords:α-Amino-phosphine oxides   α-Amino-phosphonates   4-Phosphinyl-1,2-diaza-1,3-butadienes   4-Phosphonyl-1,2-diaza-1,3-butadienes   Hydrazones   Michael addition
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