Synthesis of Ketones by Cyclization of Cyano and Acetylenic Radicals: Use of δ-Hydroxy Nitriles and δ- or ε-Hydroxy Acetylenes

Article abstract of DOI:10.1021/jo00181a046

The radical intermediates generated by deoxygenation of alcohols undergo intramolecular ring closure when suitably located triple bonds (C<*>C or C<*>N) are present; the reaction provides a new synthesis of bicyclic ketones from either monocyclic ketones or cyclic olefins.