Tetrahedron letters

Zinc-metal promoted selective α-haloacylation and gem-bisacylation of alkyl aldehydes in the presence of chlorotrimethylsilane

Y Ishino, M Mihara, T Takeuchi, M Takemoto

文献索引：Ishino, Yoshio; Mihara, Masatoshi; Takeuchi, Takeshi; Takemoto, Masanobu Tetrahedron Letters, 2004 , vol. 45, # 17 p. 3503 - 3506

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被引用次数: 16

摘要

Treatment of a mixture of alkyl aldehydes () with acid chlorides () in the presence of zinc metal powder and a catalytic amount of chlorotrimethylsilane (TMSCl) in dichloromethane brought about highly facile and effective coupling to give selectively the corresponding α- haloacylation and gem-bisacylation products, α-haloalkyl carboxylates and 1, 1- dicarboxylates (acylals), in good to excellent yields.