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Asymmetric radical carboncarbon bond forming reactions in chiral amides and imides under sulfonyl groups stereocontrol

✍ Scribed by Kunio Hiroi; Masamitsu Kaneko; Mikiyo Ishii; Fumiko Kato

Book ID: 104360006
Publisher: Elsevier Science
Year: 2003
Tongue: English
Weight: 124 KB
Volume: 14
Category: Article
ISSN: 0957-4166
DOI: 10.1016/s0957-4166(03)00534-2

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✦ Synopsis

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.

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