Tetrahedron

Non-dehydrative pinacol rearrangement using a Lewis acid-trialkyl orthoester combined system

…, Y Yoshida, S Mihara, A Furukawa, K Higuchi, DF Fang…

文献索引：Kita, Yasuyuki; Yoshida, Yutaka; Mihara, Sachiko; Furukawa, Akihiro; Higuchi, Kazuhiro; Fang, Dai-Fei; Fujioka, Hiromichi Tetrahedron, 1998 , vol. 54, # 49 p. 14689 - 14704

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被引用次数: 17

摘要

An efficient pinacol rearrangement mediated by trialkyl orthoformate has been developed. The reactions of various types of diols with a catalytic amount of a Lewis acid in the presence of an ortho ester afforded the rearranged product in good yields via a cyclic ortho ester intermediate. This combined system is applicable not only to cyclic and acyclic tri-and tetra-substituted diols but also to the diols having acid-sensitive acetals.