U. Wichai et Sa. Woski, Disiloxane-protected 2-deoxyribonolactone as an efficient precursor 1,2-dideoxy-1-beta-aryl-D-ribofuranoses, ORG LETT, 1(8), 1999, pp. 1173-1175
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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.