85166-92-3

Upstream product

• 3277-27-8 diethyl benzoylphosphonate 
• 100-52-7 benzaldehyde 
• 762-04-9 phosphonic acid diethyl ester 
• 74-96-4 ethyl bromide 
• 1080-32-6 O,O-diethyl benzylphosphonate 
• 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 

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

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

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.

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

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

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.

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

Catalytic enantioselective hydrophosphonylation of aldehydes using the iron complex of a camphor-based tridentate Schiff base [FeCl(SBAIB-d)]2

An iron(III)-Schiff base-catalyzed, highly enantioselective hydrophosphonylation of various aldehydes is described. Under the optimized reaction conditions, 5 mol% of the iron/camphor-based tridentate Schiff base complex [FeCl(SBAIB-d)]2 produces high yields (up to 99%) of α-hydroxy phosphonates in excellent enantioselectivities (up to 99%). The merits of this catalytic system are an easily synthesizable catalyst, inexpensive starting materials, practically simple aerobic reaction conditions, and low catalyst loading (5 mol%). Copyright