Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 45, Pages 12201-12204Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201407413
Keywords
ene reaction; photochemistry; reaction mechanisms; ruthenium; singlet oxygen
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Funding
- NSFC [21102097]
- Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry
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Secondary enaminones were oxidized by photochemically generated singlet oxygen, followed by nucleophilic addition of alcohol and an unexpected 1,2-acyl migration to afford quaternary amino acid derivatives. An ene-type reaction pathway is proposed. It is distinctively different from the typical [2+2] addition of singlet oxygen to a C=C bond pathway.
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