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- Title
Oxygenation of Simple Olefins through Selective Allylic C−C Bond Cleavage: A Direct Approach to Cinnamyl Aldehydes.
- Authors
Liu, Jianzhong; Wen, Xiaojin; Qin, Chong; Li, Xinyao; Luo, Xiao; Sun, Ao; Zhu, Bencong; Song, Song; Jiao, Ning
- Abstract
A novel metal-free allylic C−C σ-bond cleavage of simple olefins to give valuable cinnamyl aldehydes is reported. 1,2-Aryl or alkyl migration through allylic C−C bond cleavage occurs in this transformation, which is assisted by an alkyl azide reagent. This method enables O-atom incorporation into simple unfunctionalized olefins to construct cinnamyl aldehydes. The reaction features simple hydrocarbon substrates, metal-free conditions, and high regio- and stereoselectivity.
- Subjects
ALKENES; OXYGENATION (Chemistry); ALDEHYDES; STEREOSELECTIVE reactions; HYDROCARBONS
- Publication
Angewandte Chemie, 2017, Vol 129, Issue 39, p12102
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201705671