9-Fluorenemethyl H-Phosphonoselenoate—A Versatile Reagent for Transferring an H-Phosphonoselenoate Group

Abstract

This paper expands the available methods for preparation of H-phosphonoselenoate using a new reagent, 9-fluorenemethyl H-phosphonoselenoate.     

Oxidative transformations of nucleoside fluorenemethyl H-phosphonoselenoate diesters

9-Fluorenemethyl H-phosphonoselenoate monoester has been used to produce thymidine 3'-O-phosphoroselenoate monoester from which various P(V) derivatives containing multiple modifications at phosphorus were obtained; e.g., thymidine 3'-O-phosphoroselenofluoridate, 3'-O-phosphoroselenothioate, or 3'-O-phosphorodiselenoate monoesters.     

OXIDATIVE TRANSFORMATIONS OF NUCLEOSIDE FLUORENEMETHYL H-PHOSPHONOSELENOATE DIESTERS

9-Fluorenemethyl H-phosphonoselenoate monoester has been used to produce thymidine 3′-O-phosphoroselenoate monoester from which various P(V) derivatives containing multiple modifications at phosphorus were obtained; e.g., thymidine 3′-O-phosphoroselenofluoridate, 3′-O-phosphoroselenothioate, or 3′-O-phosphorodiselenoate monoesters.