Facile Synthesis of α-Keto Esters via A Free Radical Acylation Approach

Sunggak Kim; Joo-Yong Yoon; Ill Young Lee

doi:10.1055/s-1997-6143

Synlett 1997; 1997(SI): 475-476
DOI: 10.1055/s-1997-6143

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Facile Synthesis of α-Keto Esters via A Free Radical Acylation Approach

Sunggak Kim^* , Joo-Yong Yoon, Ill Young Lee

^*Department of Chemistry, Korea Advanced Institute of Science and Technology, Taejon 305-701, Korea

Abstract

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A new efficient method for the preparation of α-keto esters via a free radical acylation approach using phenylsulfonyl methoxycarbonyl oxime ether 1 has been developed. When an alkyl iodide was treated with 1, hexamethylditin, and acetone in THF at 300 nm for 3 h, α-keto ester 3 was obtained in high yield after hydrolysis of the oxime ether 2.

α-keto esters - phenylsulfonyl methoxycarbonyl oxime ether - free radical acylation - tandem radical reaction

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