Selective palladium-catalyzed functionalization of ?-methylene butanolides

• Published in: Tetrahedron Vol. 122
• Main Authors: Talbi, Arbia, Arfaoui, Aicha, Efrit, Mohamed Lotfi, Gaucher, Anne, M'Rabet, Hedi, Prim, Damien
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier 10.09.2022
• Subjects: Chemistry; Chemistry, Organic; Physical Sciences; Science & Technology; NORDITERPENOIDS; CROSS-METATHESIS; SUBSTITUTED ALPHA; Palladium; GAMMA-BUTYROLACTONES; TUMOR INHIBITORS; Butenolide; LACTONES; Butyrolactone; STEREOSELECTIVE-SYNTHESIS; HECK REACTION; CYTOTOXICITY; CONSTITUENTS

We describe an efficient and selective functionalization of a-methylene-y-butyrolactone. The two-step sequence involves the preparation of bromomethylene butyrolactone 2 in good yield prior to a palladium-catalyzed coupling process. The latter allowed the installation of aryl, alkenyl, and alkynyl g...