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Construction of 1,2,5-Tricarbonyl Compounds using Methyl Cyanoacetate as a Glyoxylate Anion Synthon Combined with Copper(I) Iodide-Catalyzed Aerobic Oxidation

✍ Scribed by Se Hee Kim; Ko Hoon Kim; Jae Nyoung Kim


Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
233 KB
Volume
353
Category
Article
ISSN
1615-4150

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✦ Synopsis


Abstract

A practical and efficient synthesis of various 1,2,5‐tricarbonyl compounds is described. The synthesis has been carried out by a conjugate addition of methyl cyanoacetate to the β‐position of α,β‐unsaturated carbonyl compounds and a subsequent copper(I) iodide‐catalyzed aerobic oxidation. In addition, various α‐aryl‐ and α‐alkyl‐α‐keto esters have been synthesized using a similar approach.