Hard acid and soft nucleophile systems. part 12. Regioselective functionalization of 1,3-dienes through the lewis acid mediated thienium cation diels-alder reaction

Lewis acid mediated thienium cation diel

Lewis acid mediated thienium cation diels-alder reaction: A new method for regio- and stereoselective functionalization of 1,3-dienes

✍ Kaoru Fuji; Subhash P. Khanapure; Manabu Node; Takeo Kawabata; Akichika Ito 📂 Article 📅 1985 🏛 Elsevier Science 🌐 French ⚖ 189 KB

Under the influence of aluminum chloride the B-ethylthionitroolefin results in the formation of the thienium cation, which reacts with a variety of 1,3-dienes in the Diels-Alder sense. The cleavage of the resulting ring provides in one pot the 1,4-functionalized olefins in regio-and stereoselective