A stereoselective and scalable route to 1,5-anhydrohexitol nucleoside analogues belonging to L-series as building blocks for L-HNA oligonucleotide synthesis has been efficiently tuned. Key to the successful outcome of our approach is the development of a DDQ-mediated domino reaction, which leads to the formation of an unsaturated 1,6-anhydrosugar derivative. Sugar elaborations and base insertion then enable to synthesize six-membered nucleosides.

De novo approach to L-anhydrohexitol nucleosides as building blocks for the synthesis of L-hexitol nucleic acids (L-HNA)

D. D’Alonzo;GUARAGNA, ANNALISA;PALUMBO, GIOVANNI
2008

Abstract

A stereoselective and scalable route to 1,5-anhydrohexitol nucleoside analogues belonging to L-series as building blocks for L-HNA oligonucleotide synthesis has been efficiently tuned. Key to the successful outcome of our approach is the development of a DDQ-mediated domino reaction, which leads to the formation of an unsaturated 1,6-anhydrosugar derivative. Sugar elaborations and base insertion then enable to synthesize six-membered nucleosides.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11588/426091
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