Tetrahedron Letters

InBr 3 catalyzed three-component reactions of an aryldiazoacetate, an alcohol, and a carbonyl compound

J Ji, X Zhang, L Jiang, W Hu

Index: Ji, Jingjing; Zhang, Xia; Jiang, Liqing; Hu, Wenhao Tetrahedron Letters, 2012 , vol. 53, # 2 p. 182 - 185

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Abstract

InBr3 promoted three-component reactions of an aryldiazoacetate, an alcohol, and an electron deficient carbonyl compound gave α, β-dihydroxyl acid derivatives in good yield with high diastereoselectivity. The reaction is proposed through a protic oxonium ylide trapping process. The reaction mechanism for the formation of the protic oxonium ylide via Lewis acid InBr3 catalyzed diazo decomposition is suggested through a vinyl cationic ...