Catalytic Concepts for the Enantioselective Synthesis of -Amino and -Hydroxy Phosphonates

Stereoselective synthesis of β-functionalized α-aminophosphonates via aziridinium ions

“…5 Under these circumstances, efficient and safe processes of transforming 1-hydroxy-to 1-aminophosphonates would be of high demand. Unfortunately, nucleophilic substitutions at C(1) in phosphonates are difficult.…”

Penicillin G acylase-mediated kinetic resolution of racemic 1-( N -acylamino)alkylphosphonic and 1-( N -acylamino)alkylphosphinic acids and their esters

“…The biological activities of these compounds are strongly dependent on their configuration at the stereogenic -carbon [3,4,6]. Several groups of methods for the asymmetric synthesis of -aminoalkylphosphonic and -aminoalkylphosphinic acids derivatives have been developed [2,[7][8][9][10]; however, due to disadvantages most of them (complicated and laborious procedures, expensive chiral catalysts) the enzymatic kinetic resolution of racemic mixtures of these compounds has become an interesting alternative [2].…”

Sulphamic Acid: an Efficient Catalyst for the Synthesis of α-HydroxyPhosphonates Using Ultrasound Irradiation

“…8 Phosphonates, 9 α-substituted phosphonate and α-hydroxyphosphonates 10 in particular are the quinvalent organophosphorus compounds of wide applicability in terms of biological activities. α-Hydroxy phosphonates, especially enantiomerically pure α-functionalized phosphonates, 11 have been used for generating α-substituted phosphonates such as α-halo phosphonates, synthesis of α-halo substituted alkenes and alkynes, which are important intermediate in organic synthesis. 12-13 A number of synthetic methods for the preparation of α-hydroxy phosphonates have been reported during the past two decades.…”

“…12-13 A number of synthetic methods for the preparation of α-hydroxy phosphonates have been reported during the past two decades. 11,[14][15][16] However, these reported methods have some disadvantages like use of hazardous, volatile and flammable solvents 16 and additional heat source. 17 To overcome all these difficulties, in recent year's solvent-free organic-synthesis have been favored to prepare α-hydroxy phosphonates.…”