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

被引:37
作者
Palacios, F [1 ]
Aparicio, D [1 ]
López, Y [1 ]
de los Santos, JM [1 ]
机构
[1] Univ Basque Country, Fac Farm, Dept Quim Organ 1, Vitoria 01080, Spain
关键词
alpha-amino-phosphine oxides; alpha-amino-phosphonates; 4-phosphinyl-1,2-diaza-1,3-butadienes; 4-phosphonyl-1,2-diaza-1,3-butadienes; hydrazones; Michael addition;
D O I
10.1016/j.tet.2005.01.081
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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 alpha-amino-phosphine oxides and -phosphonates. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2815 / 2830
页数:16
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