Scandium-Catalyzed Carbon–Carbon Bond Formations Using α-Organosulfanyl and Organoselanyl-α-fluoroacetic Acid Derivatives

Abstract

The scandium-catalyzed reactions of α-organosulfanyl and organoselanyl-α-fluoroacetates 1—2, acetamides 3—4 and acetonitrile 5 with soft nucleophiles proceeded to give the products 6a—b, 7a—c, 8a—c, 9a—e in good to high yields. We also successfully performed the scandium-catalyzed intramolecular cyclization reactions and obtained the unique 5-methylene-2-oxotetrahydropyrans 16—17.