Electrochemical cleavage of bridged C-C bonds in bicyclic enol ethers and monooxa- and dioxabicycloalkanes: An approach to macrocyclic compounds

Abstract

Electrolysis of bicyclic enol ethers in methanol results in their electrochemical mono- and dimethoxylation. Electrolysis of monooxa- and dioxabicycloalkanes leads to the electrochemical cleavage of their bridged C-C bonds and electrooxidative conversion into esters of to-(2-methoxytetrahydrofuryl)-, (dimethoxymethyl)-, and to-(1,3-dioxalan-2-yl)alkanoic acids.