Current Organic Synthesis

Author(s): Javier Vicario, Concepcion Alonso, Jesus M. de los Santos and Francisco Palacios

DOI: 10.2174/157017910794328583

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α-Hydroxyiminophosphonate, -phosphinate and -phosphonium Derivatives

Page: [628 - 649] Pages: 22

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Abstract

The structural and synthetic aspects related to α-oxyiminophosphorus derivatives are reviewed. This includes their preparation through reactions involving C-N double bond or P-C single bond formation as well as the O-functionalization or transformations at the phosphorus atom of other phosphorus substituted oximes. Moreover the synthetic features of α-oxyiminophosphorus derivatives include the reduction of the oximo group with selective preparation of biologically active α-amino-phosphonate and -phosphinate derivatives, as well as the oxidative transformations on the oxime group, rearrangement versus fragmentation reactions, radical reactions and formation of metal complexes.

Keywords: Iminophosphonates, iminophosphinates, iminophosphonium salts, aminophosphonic acids, Beckmann rearrangement