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

✍ Scribed by Phong Truong; Xinfang Xu; Michael P. Doyle

Publisher
Elsevier Science
Year
2011
Tongue
French
Weight
426 KB
Volume
52
Category
Article
ISSN
0040-4039

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✦ Synopsis

DMDO oxidation of functionalized a-diazo-b-ketoacetates, formed by zinc triflate catalyzed Mukaiyamaaldol condensation of methyl diazoacetoacetate with aldehydes, occurred in quantitative yield to form dihydrofuranols that undergo acid catalyzed dehydration under mild conditions to generate 3-methoxyfuran-2-carboxylates in good yield.

📜 SIMILAR VOLUMES

ChemInform Abstract: An Efficient Method
ChemInform Abstract: An Efficient Methodology to Substituted Furans via Oxidation of Functionalized α-Diazo-β-ketoacetates.
✍ Phong Truong; Xinfang Xu; Michael P. Doyle 📂 Article 📅 2011 🏛 John Wiley and Sons ⚖ 40 KB 👁 1 views

## Abstract Oxidative cyclization of α‐diazoesters of type (I) and subsequent dehydration offers an efficient access to 3‐methoxyfuran carboxylate esters (IV) and an improved method for the synthesis of 3‐hydrofuran carboxylate esters (V).