Electrochemical\nOxidative Cascade Cyclization of Alkenyl\nAlcohols with External Nucleophiles to Access Amino- and Hydroxy-Functionalized <i>O</i>‑Heterocycles

A convenient electrochemical oxidative cascade cyclization\nof alkenes\nequipped with pendant alcohols with general nucleophiles was developed.\nUsing readily available diarylmethanimine and carboxylic acids as\nnucleophilic sources, a broad range of internal alkene and terminal\nalkene substrates could produce RCO<sub>2</sub>- and Ar<sub>2</sub>CN-functionalized <i>O</i>-heterocycles in moderate to\nhigh yields without the requirement for external oxidants and metals.\nThese resulting products can subsequently be hydrolyzed to yield valuable\nNH<sub>2</sub>- and OH-functionalized tetrahydrofurans and tetrahydropyranes\nunder mild conditions. Importantly, the efficient conversion of secondary\nalcohol products to amines with complete inversion of configuration\nenhances the methodology, enabling the construction of 2-aryl-3-amino\ntetrahydrofuran with high and complementary diastereoselectivity.