A novel modular and practical methodology for preparation of 6-substituted pyridin-3-yl C- nucleosides was developed. The Heck reaction of 2-chloro-5-iodopyridine with a 3'-TBDMS- protected glycal gave a 6-chloropyridin-3-yl nucleoside analogue, which was then desilylated, selectively reduced, and reprotected to give the TBDMS-protected 6- chloropyridin-3-yl C-2'-deoxyribonucleoside as a pure β-anomer in a total yield of 39% ...
