Domino Two-Step Oxidation of β-Alkoxy Alcohols to Hemiacetal Esters: Linking a Stoichiometric Step to an Organocatalytic Step with a Common Organic Oxidant
作者:Tom Targel、Palakuri Ramesh、Moshe Portnoy
DOI:10.1002/ejoc.201800380
日期:2018.6.22
β‐Alkoxy alcohols are selectively oxidized into hemiacetal esters in a one‐pot cascade process, combining a TEMPO‐catalyzed step and a stoichiometric step with a common oxidizing reagent, mCPBA. Under a similar reaction setting, β‐alkoxy 1,2‐diols also form hemiacetal ester products, undergoing a multistep oxidative cascade transformation.
9-[2-(2-Hydroxyethoxy)ethoxymethyl] and related derivatives of certain 2-amino-6-substituted purines have been discovered to have potent anti-viral activities. Novel compounds and their pharmaceutically acceptable salts, pharmaceutical formulations containing the compounds of this invention, and the treatment of viral infection with these formulations are all disclosed. 9-[2-(2-hydroxyethoxy)ethoxymethyl] guanine and 2-amino-9-[2-(2-hydroxyethoxy)ethoxymethyl] adenine, i.e. 2,6-diamino-9-[2-(2-hydroxyethoxy)ethoxymethyl] purine, are examples of especially active compounds of this invention.