78462-97-2

Upstream product

• 1660-94-2 Tetraethyl methylenediphosphonate 
• 98-86-2 acetophenone 
• 762-04-9 Diethyl phosphonate 
• 6172-08-3 α-Formyl-α-phenyl-aethyl-phosphonsaeurediaethylester 
• 58502-68-4 1-(1-nitroprop-2-en-2-yl)benzene 
• 762-04-9 phosphonic acid diethyl ester 
• 5670-65-5 (E)-1-nitro-2-phenyl-1-propene 
• 222180-54-3 diethyl [2-phenyl-2-(2-tosylhydrazono)ethyl]phosphonate 
• 74-88-4 methyl iodide 
• 108-86-1 bromobenzene 
• 222180-52-1 diethyl (E)-[2-(2-tosylhydrazono)propyl]phosphonate 
• 98-83-9 isopropenylbenzene 
• 41849-03-0 diethoxyphosphorylmethyl-lithium 
• 683-08-9 Diethyl methylphosphonate 

Downstream Products

• 97006-89-8 (1,2-Dihydroxy-2-phenyl-propyl)-phosphonic acid diethyl ester 
• 255711-84-3 diethyl (S)-(2-phenylpropyl)phosphonate 
• 4361-50-6 2-hydroxy-2-phenyl-propionaldehyde 
• 66644-32-4 [(1E)-2-iodo-1-methyl-vinyl]-benzene 
• 849728-02-5 ((E)-2-Phenyl-propenyl)-phosphonic acid monoethyl ester 

Relevant academic research and scientific papers

TEMPO and Silver-Mediated Intermolecular Phosphonylation of Alkenes: Stereoselective Synthesis of (E)-Alkenylphosphonates

An efficient method was developed towards the synthesis of alkenylphosphonates from simple olefins and phosphonate diesters. This method was enabled by the use of cheap and commercially available silver salts and TEMPO. This method exhibits of good functional group tolerance, specific (E)-selectivity for all olefins and vinyl selectivity for aliphatic olefins. A radical mechanism was proposed, and TEMPO was involved in the product formation step.

Ag(I)-catalyzed synthesis of (E)-alkenyl phosphonates by oxidative coupling of H-phosphites with β-nitroolefins

A novel reaction constructing C(sp2)-P bond via the silver-catalyzed polarity-matched oxidative coupling of various H-phosphites with β-alkyl nitroolefins has been achieved. The reaction was performed by using acetonitrile as the solvent and Ni(NO3)2·6H2O as the oxidant, which could restrain unwanted isomerization of β-nitroolefins and selective produce (E)-alkenyl phosphonates in up to 83% yield.

Enantioselective Synthesis of Chiral Phosphonates via Rh/f-spiroPhos Catalyzed Asymmetric Hydrogenation of β,β-Disubstituted Unsaturated Phosphonates

The first asymmetric hydrogenation of β,β-diaryl unsaturated phosphonates has been realized for synthesis of β,β-diaryl chiral phosphonates with excellent enantioselectivities (up to 99.9% ee) catalyzed by the Rh-(R,R)-f-spiroPhos complex. Furthermore, this catalyst also exhibits comparably excellent performance for β-aryl-β-alkyl unsaturated phosphonates providing the corresponding chiral phosphonates with up to 99.9% ee values. This methodology provides a straightforward access to asymmetric synthesis of chiral phosphonates.

Palladium-Catalyzed Olefination of N-Tosylhydrazones as β-Diazo Phosphonate Precursors with Arylhalides

An efficient palladium-catalyzed olefination of N-tosylhydrazones as β-diazo phosphonate precursors with aryl halides has been developed. 2,2-Disubstituted vinylphosphonates bearing versatile functional groups were easily accessed in moderate to excellent

Inverting External Asymmetric Induction via Selective Energy Transfer Catalysis: A Strategy to β-Chiral Phosphonate Antipodes

Enantiodivergent, catalytic reduction of activated alkenes relays stereochemical information encoded in the antipodal chiral catalysts to the pro-chiral substrate. Although powerful, the strategy remains vulnerable to costs and availability of sourcing bo

Copper-Photocatalyzed Contra-Thermodynamic Isomerization of Polarized Alkenes

The contra-thermodynamic isomerization of α- and β-substituted cinnamate derivatives catalyzed by the Cu(OAc)2/rac-BINAP complex under blue light irradiation is reported. The use of an oxazolidinone template, which favored the complexation of the copper catalyst to the substrate, allowed the E → Z isomerization of the catalytically formed chromophore under simple and robust reaction conditions in good to excellent ratios. The mechanism of this process based on the transient formation of a chromophore was also studied.

Cu(i)/Fe(III)-Catalyzed C-P cross-coupling of styrenes with H-phosphine oxides: A facile and selective synthesis of alkenylphosphine oxides and β-ketophosphonates

Cu(i)/Fe(iii)-Catalyzed phosphorylation and oxyphosphorylation of styrenes with H-phosphonates which can be controlled by varying the reaction temperature are developed. This study offers a new and expedient strategy for the synthesis of useful alkenylphosphine oxides and β-ketophosphonates in satisfactory yields. Moreover, the transformation is proposed to proceed via a radical process and exhibits a broad substrate scope and good functional group tolerance.

Rh-ImiFerroPhos complexes catalyzed asymmetric hydrogenation of β-substituted α,β-unsaturated hosphonates

A series of chiral ferrocenyl diphosphine ligands (ImiFerroPhos ligands) has been applied to the hydrogenation of β-substituted α,β- unsaturated phosphonates to generate a range of optically active β-substituted alkylphosphonates in good yields with good

Enantioselective synthesis of optically active alkylphosphonates via Rh-catalyzed asymmetric hydrogenation of β-substituted α,β- unsaturated phosphonates

The Rh-catalyzed asymmetric hydrogenation of β-substituted α,β-unsaturated phosphonates using (Sc,S p)-WalPhos as the chiral ligand is reported, in which a wide range of optically active β-substituted alkylphosphonates were obtained

Enantioselective synthesis of optically active alkanephosphonates via rhodium-catalyzed asymmetric hydrogenation of β-substituted α,β-unsaturated phosphonates with ferrocene-based monophosphoramidite ligands

A series of chiral β-substituted alkane-phosphonates was synthesized in high enantioselectivities via the first rhodium-catalyzed asymmetric hydrogenation of the corresponding β-substituted-α,β-unsaturated phosphonates using a ferrocene-derived monophosphoramidite ligand, with which up to 99.5% ee have been achieved for the hydrogenation of (E)-substrates and 98.0% ee for (Z)-substrates.