Nickel (0)-catalyzed [2+ 2] annulation of electron-deficient allenes. Highly regioselective synthesis of cyclobutanes

…, K Hirayama, C Kabuto, Y Yamamoto

Index: Saito, Shinichi; Tanaka, Tadashi; Koizumi, Toru; Tsuboya, Norie; Itagaki, Hitoshi; Kawasaki, Taishi; Endo, Shota; Yamamoto, Yoshinori Journal of the American Chemical Society, 2000 , vol. 122, # 8 p. 1810 - 1811

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Citation Number: 45

Abstract

The nickel-catalyzed [2+ 2] annulations of electron-deficient allenes proceed efficiently in a highly regioselective manner under very mild conditions to give the head-to-head cyclodimerization products, bismethylenecyclobutanes, as single isomers in good to fair yields. We also carried out the stoichiometric reaction of these allenes in the presence of Ni (0) complexes and elucidated the mechanism of this highly selective reaction.