Kekulé-Institut für Organische Chemie und Biochemie, Universität Bonn, Gerhard Domagk Strasse 1, 53121 Bonn (Germany).
Angew Chem Int Ed Engl. 2015 Jun 1;54(23):6931-4. doi: 10.1002/anie.201501729. Epub 2015 Apr 20.
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 S(N)2 reaction through activation of the silane. The reaction can be performed under air.
一种新型的高区域选择性、氟化催化的β-羟基环氧化合物的氢硅化反应已被开发出来。该反应具有模块性,适用于广泛的 1,4-二醇的合成。氟化物之所以至关重要有两个原因:首先,它促进了硅醚的形成(其中包含 Si-H 键),其次,它通过激活硅烷来实现通过分子内 S(N)2 反应的开环。反应可以在空气中进行。