Superelectrophilic sp super(3) C H bond intermolecular functionalization of primary alcohols C sub(n)H sub(2) sub(n) sub(+1)OH (n = 7, 8, 9) leading to new neo-alcohols with remote functional groups or new macrocyclic lactides

Two new types of C sub(sp) super(3)-H functionalization reactions of alcohols C sub(n)H sub(2) sub(n) sub(+1)OH (n = 7-9) with the superelectrophilic complex CBr sub(4).2AlBr sub(3) and CO have been developed. In the presence of various nucleophiles (EtOH, super(i)PrOH, CF sub(3)CH sub(2)OH, HCF sub(2)CF sub(2)CH sub(2)OH, furan, pyrrole, thiophene, morpholine, and anisole), the reaction furnishes new neo-alcohols with remote functional groups. In the absence of external nucleophiles, macrocyclic lactides are produced.