Synthesis, Structure and Application of α,β-Dehydro-α-aminophosphonic and α,β Dehydro-α-aminophosphinic Acid Derivatives

被引:11
作者
Kuznik, Anna [1 ]
Mazurkiewicz, Roman [1 ]
Kunik, Nikodem [1 ]
机构
[1] Silesian Tech Univ, Dept Organ & Bioorgan Chem & Biotechnol, PL-44100 Gliwice, Poland
关键词
alpha-aminophosphinic acids; alpha-aminophosphonic acids; asymmetric catalytic hydrogenation; alpha; beta-dehydro-alpha-aminophosphinates; beta-dehydro-alpha-aminophosphonates; Michaelis-Arbuzov reaction; Wadsworth-Emmons reaction; STATE ANALOG INHIBITORS; ASYMMETRIC HYDROGENATION; ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; SUBSTITUTED PHOSPHONATES; BIOLOGICAL-ACTIVITY; PHOSPHORUS ANALOGS; AMINO-ACIDS; LIGANDS; CHEMISTRY;
D O I
10.2174/1570179411310030006
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of alpha, beta-dehydro-alpha -aminophosphonic and alpha, beta-dehydro-alpha-aminophosphinic acid derivatives is discussed. The most important synthetic pathways to the above-mentioned compounds have been divided into four groups depending on the type of bond formed as the last one. The configuration at the C= C double bond can be established based on the specific coupling constants (3)J(HP) and (3)J(CP) for the appropriate Z-and E-stereoisomers. The application of alpha, beta-dehydro-alpha-aminophosphonates and alpha, beta-dehydro-alpha-aminophosphinates, particularly in the enantioselective catalytic hydrogenation, is also discussed.
引用
收藏
页码:411 / 424
页数:14
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