A Simple New Synthesis of Macrolides by a Four Atom Ring Expansion of Cyclic Ketones through a Consecutive Intramolecular Homolytic Addition-β-Scission of Alkoxyl Radicals. A New Entry to the Synthesis of 15-Pentadecanolide (Exaltolide)

Article abstract of DOI:10.1246/cl.1988.245

We describe a simple new synthesis of 16-membered macrolide, 15-pentadecanolide, based on a novel four atom ring expansion of cyclic ketones through a consecutive intramolecular homolytic addition-β-scission of alkoxyl radicals.