An efficient methodology to substituted furans via oxidation of functionalized α-diazo-β-ketoacetates

TETRAHEDRON LETTERS

卷:52

Article

Truong, Phong¹  Xu, Xinfang¹  Doyle, Michael P.¹ 

[1] Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA

关键词: Diazoacetate;    Vicinal-tricarbonyl;    Dimethyldioxirane;    Oxidation;    Furan;   

DOI  :  10.1016/j.tetlet.2010.11.166

来源: Elsevier

【 摘 要 】

DMDO oxidation of functionalized alpha-diazo-beta-ketoacetates, formed by zinc triflate catalyzed Mukaiyama-aldol condensation of methyl diazoacetoacetate with aldehydes, occurred in quantitative yield to form dihydrofuranols that undergo acid catalyzed dehydration under mild conditions to generate 3-methoxy-furan-2-carboxylates in good yield. (C) 2011 Elsevier Ltd. All rights reserved.

【 授权许可】

Free