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- W2950291276 abstract "The use of O-arylphosphoroamidites in the synthesis of nucleosides phosphates of biological interest and their P–F analogues is described. This goal is achieved by extremely smooth reaction of O-arylphosphites with fluoride anion donors. Dinucleoside phosphorofluoridites RO(R′O)PF prepared by this method can be resolved into diastereoisomeric forms. Phosphorofluoroamidites –P(F)NR2 are efficient reagents in the synthesis of corresponding esters –P(F)OR′. These P(III)–F systems are employed in a new and effective synthesis of trifluoromethylphosphonite P(III)–CF3 by reaction with (trifluoromethyl)trimethylsilane (CF3SiMe3). This reaction, catalysed by the fluoride anion, can be part of a sequential procedure that combines formation of P(III)–F compounds with their transformation into the corresponding P(III)–CF3 system. To cite this article: J. Michalski et al., C. R. Chimie 7 (2004). L'utilisation des O-arylphosphoroamidites dans la synthèse de phosphates de nucléosides d'intérêt biologique et de leurs analogues P–F est décrite. Ce but est atteint par des réactions extrêmement douces, mettant en jeu des O-arylphosphites en présence de donneurs d'anions fluorure. Les phosphorofluoridites dinucléotides diastéréoisomères RO(R′O)PF préparés selon cette méthode peuvent être séparés par chromatographie. Les phosphorofluoroamidites –P(F)NR2 sont des réactifs efficaces pour la synthèse des esters correspondants –P(F)OR′. Ces systèmes P(III)–F sont utilisés dans une synthèse nouvelle et efficace de trifluorométhylphosphonite P(III)–CF3 par réaction avec le (trifluorométhyl)triméthylsilane (CF3SiMe3). Cette réaction, catalysée par l'anion fluorure, peut faire partie d'un processus séquentiel qui associe la formation de composés P(III)–F avec leur transformation en espèces P(III)–CF3 correspondantes. Pour citer cet article : J. Michalski et al., C. R. Chimie 7 (2004)." @default.
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- W2950291276 date "2004-08-01" @default.
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- W2950291276 title "New chemistry and stereochemistry of tricoordinate phosphorus esters containing phosphorus–fluorine bond" @default.
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