164358-33-2

Upstream product

• 20408-33-7 diethyl (E)-(2-phenylethenyl)phosphonate 
• 1574232-42-0 diethyl (1-benzyloxy-2-oxo-2-phenylethyl)phosphonate 
• 1574232-99-7 diethyl (1S,2S)-(1-benzyloxy-2-hydroxy-2-phenylethyl)phosphonate 
• 89268-01-9 (phenylmethoxy)methylphosphonic acid diethyl ester 

Relevant academic research and scientific papers

Dynamic kinetic resolution based asymmetric transfer hydrogenation of α-alkoxy-β-ketophosphonates. Diastereo- and enantioselective synthesis of monoprotected 1,2-dihydroxyphosphonates

Dynamic kinetic resolution driven, asymmetric transfer hydrogenation reactions of a wide range of 2-substituted α-alkoxy-β- ketophosphonates 3 were observed to proceed efficiently to give the corresponding 2-substituted α-alkoxy-β-hydroxy phosphonates 4 w

Quinine as chiral discriminator for determination of enantiomeric excess of diethyl 1,2-dihydroxyalkanephosphonates

Quinine was used as a 31P NMR shift reagent for the determination of the enantiomeric excess of diethyl 1,2-dihydroxyethanephosphonates obtained either by chemical or biocatalytic synthesis. Sharpless asymmetric dihydroxylation of diethyl trans

Enantioselective synthesis of threo-α,β-dihydroxyphosphonates by asymmetric dihydroxylation of 1(E)-alkenylphosphonates with AD-mix reagents

Asymmetric dihydroxylation (AD) of 1(E)-alkenylphosphonates with an AD- mix-α or -β reagent was examined to give a series of optically active threo-α,β-dihydroxyphosphonates. Good enantioselectivity (>88% ee) was observed in the AD reaction of 1(E)-alkenylphosphonates with conjugated aromatic substituents. The steric effects of the ester functionality in the course of the dihydroxylation were also evaluated. Enantioselectivity and yield were significantly improved when the AD reaction was carded out with dimethyl phosphonate instead of diethyl phosphonate.

Stereochemical aspects of the asymmetric synthesis of chiral α,β-dihydroxy phosphonates. Synthesis of α,β-dihydroxy phosphonic acids

Stereocontrol in the asymmetric phosphonylation of aldehydes via organophosphorous esters has been obtained starting from chiral aldehydes. The nature of the O-protecting group is crucial to obtain, in terms of diastereoselectivity and chemical yields, th

Stereoselective synthesis of dihydroxyphosphonates via asymmetric dihydroxylation of unsaturated phosphonate esters: Synthesis of hydroxyaminophosphonates via cyclic sulfites

Unsaturated phosphonate esters (1) have been subjected to osmium tetroxide catalyzed asymmetric dihydroxylation (AD) using dihydroquinidine and dihydroquinine derivatives as chiral ligands to furnish the optically active diols (2) which have been converte

Enantioselective synthesis of threo-α,β-dihydroxyphosphonates by asymmetric dihydroxylation of vinylphosphonates. An application to the stereocontrolled synthesis of (4S,5S)-4-diethylphosphono-5-hydroxymethyl-2,2-dimethyl-1,3-dioxolane

The asymmetric dihydroxylation (AD) reaction of vinylphosphonates with AD-mix-α and -β reagents was successfully applied to the enantioselective synthesis of threo-α,β-dihydroxyphosphonates. β-Aryl substituents on the vinyl phosphonates were found to be good directors for the reaction with respect to the yield and enantioselectivity. The utility of chiral α,β-dihydroxyphosphonate 2c was illustrated by the stereocontrolled synthesis of (4S,5S)-4-diethylphosphono-2,2-dimethyl-5-hydroxymethyl-1,3-dioxolane 6, a potentially useful chiron for asymmetric synthesis of α-heteroatom-substituted phosphonates.