85166-92-3

Upstream product

• 3277-27-8 diethyl benzoylphosphonate 
• 100-52-7 benzaldehyde 
• 74-96-4 ethyl bromide 
• 40568-79-4 diethyl n-butyryloxy(phenyl)methane phosphonate 
• 123-20-6 vinyl n-butyrate 
• 1663-55-4 diethyl [hydroxy(phenyl)methyl]phosphonate 
• 122-52-1 triethyl phosphite 
• 13716-45-5 diethyl trimethylsilyl phosphite 
• 762-04-9 phosphonic acid diethyl ester 
• 1080-32-6 O,O-diethyl benzylphosphonate 

Downstream Products

• 104944-23-2 (-)-(S)-1-phenyl-1-hydroxymethylphosphonic acid 
• 85166-94-5 Methanesulfonic acid (diethoxy-phosphoryl)-phenyl-methyl ester 

Relevant academic research and scientific papers

New chiral catalysts for phospho-transfer

Chiral salcyan complexes of aluminium are effective air and water tolerant enantioselective catalysts for the hydrophosphonylation of carbonyls. Complexes of the form [(R,R)-salcyan]A1X (X = OH, OR) result in product enantioselectivity changes (Aee) of ca

Whole-cell biotransformation of diethyl 1-hydroxy-1-phenylmethanephosphonate in a different reaction environment

The whole-cell biocatalytic resolutions of enantiomers of racemic 1-butyryloxy-1-phenylmethane-phosphonate was performed by Bacillus subtilis strain in different media. For this purpose, the well-known medium, which induce lipolytic properties, was tested

1,1′-Dibenzyl-bis-(triazolyl)diphenylphosphine dioxide: A new efficient organocatalyst for silicon tetrachloride-mediated enantioselective Abramov-type phosphonylation of aldehydes with trialkyl phosphites

Asymmetric phosphonylation of aldehydes with trialkyl phosphites using a combination of SiCl4 and a novel 1,1′-dibenzyl-bis-(triazolyl)diphenylphosphine dioxide organocatalyst has been developed. This protocol provides the corresponding α-hydroxyphosphonates with a broad range of functional groups and substitution patterns in excellent yields and good selectivities.

Manganese-proline derived new catalyst system for the enantioselective synthesis of α-hydroxyphosphonates and α-aminophosphonates

A novel manganese/proline-derived catalyst system is reported for the stereoselective synthesis of α-hydroxyphosphonates and α-aminophosphonates. The reaction proceeded smoothly under mild reaction conditions with efficient reaction times. The resulting p

Imidazolium ion tethered TsDPENs as efficient ligands for Iridium catalyzed asymmetric transfer hydrogenation of α-keto phosphonates in water

For the first time, an efficient method has been developed by the use of imidazolium ion tethered TsDPENs as efficient ligands for Iridium-catalyzed asymmetric transfer hydrogenation (ATH) of α-ketophosphonates in water. The reaction provided the desired

Asymmetric hydrogenation of α-keto phosphonates with chiral phosphine-phosphoramidite ligands

Rh-catalyzed asymmetric hydrogenation of challenging α-keto phosphonates has been developed. With a new chiral phosphine-phosphoramidite ligand, a wide range of α-keto phosphonates were hydrogenated to afford the corresponding (R)-α-hydroxy phosphonates w

The catalytic asymmetric abramov reaction

The first catalytic enantioselective Abramov reaction is described. The process is based on the utilization of a chiral disulfonimide catalyst, which efficiently avoids the difficulties encountered with metal-based catalysts. Several functionalized a-hydroxy phosphonates were synthesized in good yields and with excellent enantiomeric ratios of up to > 99:1. The process was shown to be scalable and up to 1 g of starting material could be employed under mild reaction conditions.

Fe(III) catalyzed enantioselective hydrophosphonylation of aldehydes promoted by chiral camphor Schiff bases

Abstract Five novel chiral camphor Schiff bases were designed. Schiff base L3 showed high efficiency in Fe(III)-catalyzed asymmetric hydrophosphonylations of aldehydes, giving the corresponding products in high yields (up to 91%) along with mod

Bis(oxazoline)-copper catalyzed enantioselective hydrophosphonylation of aldehydes

A highly enantioselective copper-catalyzed hydrophosphonylation of aldehydes in the presence of bis(oxazoline) ligand is presented. The reaction proceeded smoothly under mild conditions. The resulting α- hydroxyphosphonates were obtained with high yields

New phosphine oxide aziridinyl phosphonates as chiral Lewis bases for the Abramov-type phosphonylation of aldehydes

A series of Lewis bases were screened for Abramov-type phosphine additions to aldehydes. A novel phosphine oxide aziridinyl phosphonate POAP-A was found to be better than the others in forming the product in 96% yield and with 42% ee. The absolute configu