A simple synthetic route for novel L- (as well as D-) six-membered nucleosides is described. Particularly, we have provided a general approach to the synthesis of azasugar-based nucleosides, which preparation has been easily achieved starting from the coupling of our three carbon homologating agent 1 with the well known Garner aldehyde 4. Further suitable and stereocontrolled functionalizations of the intermediate 9 will provide, after the base insertion, a wide class of six membered modified azanucleosides to be tested as NRTIs.

A general route to D- and L-six-membered nucleoside analogues

GUARAGNA, ANNALISA;D'ALONZO, DANIELE;DE NISCO, MAURO;PEDATELLA, SILVANA;PALUMBO, GIOVANNI
2007

Abstract

A simple synthetic route for novel L- (as well as D-) six-membered nucleosides is described. Particularly, we have provided a general approach to the synthesis of azasugar-based nucleosides, which preparation has been easily achieved starting from the coupling of our three carbon homologating agent 1 with the well known Garner aldehyde 4. Further suitable and stereocontrolled functionalizations of the intermediate 9 will provide, after the base insertion, a wide class of six membered modified azanucleosides to be tested as NRTIs.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11588/108434
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