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- Title
Direct Synthesis of 1,4-Diols from Alkenes by Iron-Catalyzed Aerobic Hydration and CH Hydroxylation.
- Authors
Hashimoto, Takuma; Hirose, Daisuke; Taniguchi, Tsuyoshi
- Abstract
Various 1,4-diols are easily accessible from alkenes through iron-catalyzed aerobic hydration. The reaction system consists of a user-friendly iron phthalocyanine complex, sodium borohydride, and molecular oxygen. Furthermore, the effect of additional ligands on the iron complex was examined for a model reaction. The second hydroxy group is installed by direct C(sp3)H oxygenation, which is based on a [1,5] hydrogen shift process of a transient alkoxy radical that is formed by formal hydration of the olefin.
- Subjects
GLYCOL synthesis; CHEMICAL synthesis; ALKENES; HYDRATION; HYDROXYLATION; SODIUM borohydride; HYDROXY acids
- Publication
Angewandte Chemie International Edition, 2014, Vol 53, Issue 10, p2730
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201308675