Synthesis Of Α-hydroxyphosphonates Research Articles

Green synthesis of α-hydroxy phosphonates containing unsaturated organochalcogenyl moiety

A simple and efficient protocol for the chemoselective synthesis ofα-hydroxy phosphonates containing unsaturated alkoxy/phenoxy or organosulfanyl moiety has been developed. This approach was performed by Pudovik reaction from readily available organochalcogenyl enals and dialkyl phosphites in a solvent-free system, using 0.25 equiv. CaO as a catalyst at room temperature, which provided the target phosphonates in high yields.

CeCl3⋅7H2O-catalysed hydrophosphonylation of aldehydes and ketones: An expeditious route to α-hydroxyphosphonates under solvent-free conditions

A cerium(III) chloride-catalysed expeditious synthesis of α-hydroxyphosphonates via a modified Abramov synthetic protocol has been developed. The scope of the current protocol is broad, with a range of aromatic, α,β-unsaturated and heterocyclic aldehydes being efficiently converted to the anticipated products in very good to excellent yields (89–96%) in 15 min using low catalytic loading. The protocol was efficiently extended to hitherto unactivated cyclic ketones such as cyclopentanone and cyclohexanone to afford the required products in excellent yields. However, the reaction with cyclohexenone delivered a Michael product instead of the anticipated α-hydroxyphosphonates. The solvent-free conditions, low catalytic loadings, avoidance of toxic reagents and good to excellent yields are significant advantages of this protocol.

Bi(NO3)3.5H2O catalyzed phosphonylation of aldehydes: An efficient route to α-hydroxyphosphonates

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Synthesis of α-hydroxyphosphonates and α-aminophosphonates

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Silica-Supported Tungstic Acid Catalyzed Synthesis and Antioxidant Activity of α-Hydroxyphosphonates

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Ultrasonicated, Nano-ZnO Catalyzed Green Synthesis of α-Hydroxyphosphonates and their Antioxidant Activity

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ChemInform Abstract: Copper‐Catalyzed Synthesis of α‐Hydroxy Phosphonates from H‐Phosphonates and Alcohols or Ethers.

Chinese National Natural Science Foundation [21173178, 21202135, 21232005]; National Basic Research Program of China [2012CB821600]; [TJAB-2009-023]

Benzaldehyde lyase catalysed enantioselective synthesis of α-hydroxy phosphonates via acyloin linkage

Benzaldehyde lyase catalysed enantioselective synthesis of α-hydroxy phosphonates via acyloin linkage

ChemInform Abstract: Preparation of Peptidic α-Hydroxy Phosphonates. A New Class of Transition State Analog Renin Inhibitors.

Abstract A stereoselective synthesis of α-hydroxy phosphonates, a new class of transition state analog inhibitors is described. Methods of incorporating neutral and basic amino acid residues at the N-terminus of α-hydroxy-β-amino dimethyl phosphonate 8 are discussed. Incorporation of this novel functionality in a tripeptidic framework suitable for the aspartyl protease renin has led to the development of potent inhibitors of this enzyme.

An efficient synthesis of α-hydroxyphosphonates and α-aminophosphonates in the presence of chlorotrimethylsilane

Solvent free, and quantitative yielding synthesis of α-hydroxyphosphonates (2a–h) from 2-chloroquinolin-3-carbaldehyde (1a–h) and α-aminophosphonates (4a–p) from imines (3a–p), obtained from 2-chloroquinoline-3-carbaldehyde by using triethylphosphite in the presence of chlorotrimethylsilane at room temperature in short time.

ChemInform Abstract: Amberlyst‐15 as a Heterogeneous Reusable Catalyst for the Synthesis of α‐Hydroxy Phosphonates in Water.

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L-Prolinamide-Catalyzed Enantioselective Synthesis of α-Hydroxyphosphonates

<scp>l</scp>-Prolinamide-Catalyzed Enantioselective Synthesis of α-Hydroxyphosphonates

Synthesis of α-Hydroxy Phosphonates Using a Solid Supported Base

A mild, efficient synthesis of α-hydroxy phosphonates is described where a quaternary ammonium hydroxide ion exchange resin is used as a base to promote the addition of diethyl phosphite to aryl aldehydes for a Pudikov type reaction.

Synthèse des α-hydroxyphosphonates sur des supports phosphatés en absence de solvant

The synthesis of α-hydroxyphosphonates has been carried out with a high yield at room temperature, using natural phosphate, natural phosphate doped with potassium fluoride and sodium phosphate dodecahydrate without solvents.