Asymmetric radical carbon-carbon bond formation was achieved in chiral amide and imide systems under sulfonyl group stereocontrol, providing high diastereoselectivity. The stereochemistry of the products was determined and the mechanism of the stereochemical pathways is rationalized by the formation of chelates of Lewis acid metals between oxygens of acetyl, amide, and imide carbonyls, or sulfonyl groups. © 2003 Elsevier Ltd. All rights reserved.
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