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

[ Vol. 10 , Issue. 3 ]


Anna Kuz nik, Roman Mazurkiewicz and Nikodem Ku znik   Pages 411 - 424 ( 14 )


The synthesis of α,β-dehydro-α-aminophosphonic and α,β -dehydro-α-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 3JHP and 3JCP for the appropriate Z- and E-stereoisomers. The application of α,β -dehydro-α -aminophosphonates and α,β -dehydro- α- aminophosphinates, particularly in the enantioselective catalytic hydrogenation, is also discussed.


α -aminophosphinic acids, α -aminophosphonic acids, asymmetric catalytic hydrogenation, α , β -dehydro-α -aminophosphinates, α, β -dehydro-α -aminophosphonates, Michaelis-Arbuzov reaction, Wadsworth-Emmons reaction.


Department of Organic and Bioorganic Chemistry and Biotechnology, Silesian University of Technology, B. Krzywoustego 4, PL 44-100 Gliwice, Poland.

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