Tetrahedron

Efficient removal of sugar O-tosyl groups and heterocycle halogens from purine nucleosides with sodium naphthalenide

E Lewandowska, V Neschadimenko, SF Wnuk…

Index: Lewandowska, Elzbieta; Neschadimenko, Vladimir; Wnuk, Stanislaw F.; Robins, Morris J. Tetrahedron, 1997 , vol. 53, # 18 p. 6295 - 6302

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Citation Number: 10

Abstract

Sodium naphthalenide effects removal of 2′-, 3′-, or 5′-O-tosyl groups from the sugar, and 2-, 6-, or 8-halogens from purine nucleosides. An improved tosyl protection strategy was developed for the synthesis of 9-(3-deoxy-3-fluoro-β-D-xylofuranosyl) adenine from 2′, 5′- di-O-tosyladenosine.

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