期刊
ORGANIC LETTERS
卷 11, 期 4, 页码 819-822出版社
AMER CHEMICAL SOC
DOI: 10.1021/ol8028077
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资金
- University of Iowa
- NSF [CHE-0749850]
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [0749850] Funding Source: National Science Foundation
A carbon-carbon bond construction method is disclosed which involves radical addition of alpha-haloesters or iodoacetonitrile to enamides. Despite the presence of tri-n-butylstannane, nonreductive addition was predominant; H-atom transfer from tin hydride was not observed. Rapid iodine atom transfer to (or electron transfer from) the radical adduct, resulting in an iminium ion intermediate and radical chain propagation, is consistent with the observed reactivity.
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