141812-51-3Relevant articles and documents
Free Radical Macrocyclisation via Propiolate Esters.
Baldwin, Jack E.,Adlington, Robert M.,Ramcharitar, Steve H.
, p. 3413 - 3428 (2007/10/02)
Intramolecular free-radical addition to propiolate esters has provided a new and stereoselective route to 14-16 membered trans-α,β-unsaturated macrocyclic lactones from their corresponding ω-iodoalkyl-propiolate esters under triphenyltin hydride/AIBN mediated conditions.Attempts to synthesise analogous 10-13 membered lactones proved unsuccessful, resulting in acyclic products derived from direct reduction at the radical centre. Key words: Radical; macrocyclisation; propiolate ester; macrocyclic unsaturated lactone; high dilutionm