Patients infected with human immunodeficiency virus (HIV) often suffer from herpesvirus infections as a result of immunosuppression. These infections can occur while patients are receiving antiretroviral therapy, and additional drugs required to treat their infection can adversely affect compliance. It would be useful to have antivirals with a broader spectrum of activity that included both HIV...

Phosphonates, compounds with a carbon–phosphorus bond, are a key component of the marine dissolved organic phosphorus pool1. These compounds serve as a phosphorus source for primary producers, including the nitrogen-fixing cyanobacteria Trichodesmium2. Phosphonates can therefore support marine primary production, as well as climate-driven increases in marine nitrogen fixation3, carbon sequestra...

A novel, convenient and efficient multi-component reaction for synthesis of phosphonate derivatives from activated acetylenic compounds with 2-hydroxyacetophenone in the presence of phosphites in water lead to the formation of phosphonates in good yields.

An efficient route to pharmacologically interesting isoindolinone-based α-amino phosphonates is described via asymmetric hydrophosphonylation of in situ generated ketimines catalyzed by BINOL-derived phosphoric acid. The reaction proceeds smoothly at ambient temperature affording a variety of α-amino phosphonates with a quaternary stereogenic center embedded in isoindolinone motif in high yield...

Abstract Phosphonates are organophosphorus compounds possessing a characteristic C−P bond in which phosphorus is directly bonded to carbon. As phosphonates mimic the phosphates and carboxylates of biological molecules potentially inhibit metabolic enzymes, they could be lead for development variety drugs. Fosfomycin (FM) representative phosphonate natural product that widely used as an antibact...

Stereoselective synthesis of variably protected α- and β-l-Ara4N glycosyl H-phosphonates as key intermediates in the syntheses of β-l-Ara4N-modified LPS structures and α-l-Ara4N-containing biosynthetic precursors is reported. A facile one-pot approach toward β-l-Ara4N glycosyl H-phosphonates includes anomeric deallylation of protected 4-azido β-l-Ara4N via terminal olefin isomerization followed...

This review presents a brief account of the chemistry and mechanistic aspects of aryl H-phosphonates, and selected applications of this class of compounds as intermediates in the synthesis of a wide range of biologically important analogues of nucleoside phosphates, and oligonucleotides, in which the phosphate moieties are replaced by other structurally related groups. The aryl nucleoside H-pho...

The diastereospecific formation of δ-hydroxyalkylbutenolide phosphonate has been achieved via a vinylogous Mukaiyama aldol reaction. The reaction was performed using α-ketophosphonate 1 and 2-(trimethylsilyloxy)furan 2 mediated by Cu(OTf)(2) and 2,2,2-trifluoroethanol as additive in CH(2)Cl(2). The reaction proceeds rapidly and affords the corresponding 5-(hydroxy(aryl)methyl) furan-2(5H)-one p...

We recently introduced monoalkyl phosphinic acids as a ligand class for nanocrystal (NC) synthesis. Their metal salts have interesting reactivity differences compared to carboxylates and phosphonates provide cleaner work-up phosphonates. However, little is known about the surface chemistry of NCs with phosphinate ligands. Here, we probe relative binding affinity ligands respect other X-type per...

The front cover picture, designed by Michael Shevchuk, illustrates difluoromethylene phosphonates as bioisosteric, non-hydrolyzable analogs of natural phosphates, reflecting on their prominence molecular tools to study intricate phosphate biochemistry and beyond. review comprehensively summarizes the recent synthetic advances in chemistry phosphonates, such visible light-driven photocatalytic t...