Disiloxane-protected 2-deoxyribonolactone as an efficient precursor 1,2-dideoxy-1-beta-aryl-D-ribofuranoses

[GRAPHICS] Aryl C-nucleosides are analogues of natural nucleosides where the bases hav e been replaced with aromatic moieties, Work herein describes the highly st ereoselective syntheses of non-hydrogen-bonding carbocyclic derivatives usi ng a disiloxane-protected 2-deoxy-D-ribono-1,4-lactone as a stable and read ily accessible starting material. Unlike the bis(TBDMS)-protected congener, this compound enables the use of sterically congested ortho-substituted ar yllithium reagents in the initial addition reaction.