InBr3 catalyzed three-component reactions of an aryldiazoacetate,an alcohol,and a carbonyl compound |
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Authors: | Jingjing Ji Xia Zhang Liqing Jiang Wenhao Hu |
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Institution: | Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, Shanghai 200062, China;Department of Chemistry, East China Normal University, Shanghai 200062, China |
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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 intermediate. |
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