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

Kim Se Hee | Zendy; Kim Ko Hoon | Zendy; Kim Jae Nyoung | Zendy

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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

Author(s) -

Kim Se Hee,

Kim Ko Hoon,

Kim Jae Nyoung

Publication year - 2011

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201100431

Subject(s) - chemistry , synthon , catalysis , iodide , glyoxylate cycle , methyl iodide , copper , aryl , organic chemistry , alkyl , medicinal chemistry , enzyme

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.

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