Aminophosphonic Acids - Phosphorus Analogues of Natural Amino Acids.Part 1: Syntheses of α-Aminophosphonic Acids

Author(s): Zbigniew H. Kudzin, Marcin H. Kudzin, Jozef Drabowicz, Chris V. Stevens

Journal Name: Current Organic Chemistry

Volume 15 , Issue 12 , 2011

Become EABM
Become Reviewer

Abstract:

This review presents a comprehensive account of methods which are commonly applied for the synthesis of α- aminophosphonic acids. In the following order, protocols based on the methodologies listed below are discussed: a) simultaneous formation of P-CN systems; b) nucleophilic substitution with phosphoroorganic nucleophiles; c) additions of the P-H functions to multiple C-N bonds; d) α – amination of phosphonates and functionalized alkylphosphonates; e) modifications of the side chain of aminoalkylphosphonates; f) modifications of phosphorus functions and h) modifications of functions containing nitrogen.

Keywords: α-aminophosphonic acids, α-aminophosphonates, phosphorus analogues of natural amino acids, methods of synthesis of α-aminophosphonic acids, Arbusov reaction, Kabachnik-Medved reaction, Fields reaction, Michaelis-Becker reaction, Moedritzer-Irani reaction, Birum reaction, Birum-Oleksyszyn reaction, Oleksyszyn reaction, PTC-aminoalkylphosphonate method, hydrophosphonylation of multiple C-N bonds compounds, 1-amination of functionalized phosphonates, C-alkylation of phosphonoglycine derivatives, Wittig-Horner reaction, abbreviation code system for α-aminophosphonates, phosphoroorganic nucleophiles, phosphoroorganic electrophiles, urylenebisalkanephosphonates (UBAP), Kabachnik-Fields Reaction, Mannich-type condensation procedure, Birum type Condensations, Arbuzov and Michaelis-Becker reactions, chiral thiourea, hydrazones, nitrones, POTMS fragments

Rights & PermissionsPrintExport Cite as

Article Details

VOLUME: 15
ISSUE: 12
Year: 2011
Page: [2015 - 2071]
Pages: 57
DOI: 10.2174/138527211795703612
Price: $58

Article Metrics

PDF: 17