An efficient synthesis of α-methylene-γ-butyrolactones from Baylis-Hillman adducts via an In-mediated Barbier reaction and stereoselective lactonization under MeSO2Cl/Et3N conditions

An efficient synthesis of trans-α-methylene-γ-butyrolactones is disclosed from syn-homoallylic alcohols via the intramolecular mesylate displacement reaction promoted by nearby ester group under the influence of MsCl/Et3N. syn-Homoallylic alcohols were prepared via the In-mediated Barbier reaction of the bromides of Baylis-Hillman adducts.