A versatile intermediate for the synthesis of 3′-substituted 2′,3′-didehydro-2′,3′-dideoxyadenosine (d4A): Preparation of 3′-C-stannyl-d4A via radical-mediated desulfonylative stannylation
A method is described for the introduction of a tributylstannyl group to the 3′-position of 2′,3′-didehydro-2′,3′-dideoxyadenosine (2: d4A). Transalkoxylation of Bu3SnOMe with d4A and subsequent anionic O→C stannyl migration gave 3′-C-tributyls