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