Scandium-Catalyzed Carbon-Carbon Bond Formations Using. ALPHA.-Organosulfanyl and Organoselanyl-. ALPHA.-fluoroacetic Acid Derivatives

K Gotoh, T Yamamoto, M Yoshimatsu

Index: Gotoh, Kohei; Yamamoto, Teruhisa; Yoshimatsu, Mitsuhiro Chemical and Pharmaceutical Bulletin, 2006 , vol. 54, # 11 p. 1611 - 1615

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Citation Number: 2

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.