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- Title
Hydroxy-Directed, Fluoride-Catalyzed Epoxide Hydrosilylation for the Synthesis of 1,4-Diols.
- Authors
Zhang, Yong-Qiang; Funken, Nico; Winterscheid, Peter; Gansäuer, Andreas
- Abstract
A novel highly regioselective, fluoride-catalyzed hydrosilylation of β-hydroxy epoxides has been developed. The reaction is modular and applicable to the synthesis of a broad range of 1,4-diols. Fluoride is crucial for two reasons: First, it promotes the formation of a silyl ether (which contains a Si-H bond) and, second, it enables ring opening by an intramolecular SN2 reaction through activation of the silane. The reaction can be performed under air.
- Subjects
HYDROSILYLATION; GLYCOL synthesis; EPOXY compounds; FLUORIDES; REGIOSELECTIVITY (Chemistry); SILYL ethers; SILANE
- Publication
Angewandte Chemie International Edition, 2015, Vol 54, Issue 23, p6931
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201501729