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Enantioselective hydrogen atom transfer to α-sulfonyl radicals controlled by selective coordination of a chiral Lewis acid to an enantiotopic sulfonyl oxygen

✍ Scribed by Hideki Sugimoto; Shuichi Nakamura; Yoshihiko Watanabe; Takeshi Toru

Book ID: 104360003
Publisher: Elsevier Science
Year: 2003
Tongue: English
Weight: 477 KB
Volume: 14
Category: Article
ISSN: 0957-4166
DOI: 10.1016/s0957-4166(03)00531-7

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✦ Synopsis

Enantioselective hydrogen atom transfer to a-sulfonyl radicals generated from the alkyl radical addition to 2-propenyl and 1-phenylethenyl sulfones in the presence of chiral Lewis acids affords products with high enantioselectivity. The stereochemical course is discussed with the transition states involving selective coordination of a chiral Lewis acid to an enantiotopic sulfonyl oxygen.

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