Jacek Cieślak

9-Fluorenemethyl H-phosphonothioate, a versatile reagent for the preparation of H-phosphonothioate, phosphorothioate, and phosphorodithioate monoesters

Abstract Simple and efficient synthesis of a new H-phosphonothionylating reagent, 9-fluorenemethyl H-phosphonothioate, was developed. The synthetic utility of the reagent has been demonstrated in the preparations of nucleoside H-phosphonothioate, nucleoside phosphorothioate, and nucleoside phosphorodithioate monoesters.

Aryl H-phosphonates. Part IV. A new method for internucleotide bond formation based on transesterification of aryl nucleoside H-phosphonate diesters

Abstract Under mild reaction conditions nucleoside aryl H-phosphonate diesters undergo fast and efficient transesterification with suitably protected nucleosides, affording dinucleoside (3′–5′) H-phosphonate diesters.

Aryl H-phosphonates. Part 13. A new, general entry to aryl nucleoside phosphate and aryl nucleoside phosphorothioate diesters

The reaction of nucleoside H-phosphonate monoesters with phenols in the presence of a condensing agent, followed by oxidation of the in-situ-generated aryl nucleoside H-phosphonate diesters with iodine–water or with elemental sulfur, provides a new, ‘one-pot’, efficient entry to nucleoside phosphate or nucleoside phosphorothioate diesters bearing diverse aryl moieties.

Aryl Nucleoside H-Phosphonates—Novel Derivatives of Controlled Reactivity

Abstract The most essential factors influencing the formation of aryl nucleoside H-phosphonates are discussed. Recently, aryl nucleoside H-phosphonates (1) (Scheme 1) emerged as a new type of intermediates in the synthesis of phosphate derivatives1. In contradistinction to other reactive species derived from H-phosphonate monoesters, these compounds bear only one electrophilic centre (located on phosphorus) and their reactivity can be modulated by substituents on the aromatic ring2.

Studies on Nucleoside Phosphonates and Their Derivatives. a Progress Report

Abstract Abstract: Some synthetic, mechanistic and structural aspects of ongoing research on biologically important phosphate derivatives and their analogues are discussed.