Tetrahedron Letters

Low-valent zirconocene-mediated cyclization of γ, δ-unsaturated oximes

M Kitamura, Y Shintaku, D Kudo, T Okauchi

Index: Kitamura, Mitsuru; Shintaku, Yuki; Kudo, Daisuke; Okauchi, Tatsuo Tetrahedron Letters, 2010 , vol. 51, # 37 p. 4890 - 4893

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Citation Number: 9

Abstract

γ, δ-Unsaturated O-methyl oximes were cyclized to dihydropyrrole by the treatment of (1- butene) ZrCp23 prepared by Negishi's procedure (reaction with Cp2ZrCl2 and two equivalents of n-BuLi). In this cyclization, the geometry of oximes was affected and syn- oximes were cyclized efficiently. However, it was found that the anti-oxime is not suitable for the cyclization.