1-ALKYLTHIOALKYLATION OF NUCLEOSIDE HYDROXYL FUNCTIONS AND ITS SYNTHETIC APPLICATIONS - A NEW VERSATILE METHOD IN NUCLEOSIDE CHEMISTRY

: ZAVGORODNY S, POLIANSKI M, BESIDSKY E, KRIUKOV V, SANIN A, POKROVSKAYA M, GURSKAYA G, LONNBERG H, AZHAYEV A

Publisher: PERGAMON-ELSEVIER SCIENCE LTD

: 1991

: Tetrahedron Letters

: TETRAHEDRON LETTERS

: TETRAHEDRON LETT

: 32

: 51

: 7593

: 7596

: 4

: 0040-4039

DOI: https://doi.org/10.1016/0040-4039(91)80543-F

Treatment of appropriately protected nucleosides with a mixture of acetic acid, acetic anhydride and dialkylsulfoxide was shown to give O-(1-alkylthioalkylated) nucleosides that were oxidized to the corresponding sulfoxides and sulfones, or converted via O-halogenomethyl derivatives to various O-substituted nucleosides.

Chemical sciences