An improved route to 1,2-dideoxy-β-1-phenyl-D-ribofuranose

Article abstract of DOI:10.1016/S0960-894X(98)00632-5

An efficient synthesis of the aryl nucleoside analogue 1,2-dideoxy-β- 1-phenyl-D-ribofuranose (1) is described. This route utilizes the addition of phenyllithium to a protected 2-deoxyribonolactone followed by reduction with triethylsilane/boron trifluoride etherate to selectively produce the β- anomer. Deprotection yields the desired aryl C-nucleoside in 27% overall yield from 2-deoxy-D-ribose.