Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Kyotodaigaku-Katsura, Nishikyo, Kyoto 615-8510, Japan.
Chem Commun (Camb). 2020 Oct 21;56(82):12335-12338. doi: 10.1039/d0cc05509c. Epub 2020 Sep 8.
The first desymmetrization of gem-diols forming chiral hemiketal carbons was accomplished via organocatalytic enantio- and diastereoselective cycloetherification, which afforded optically active tetrahydropyrans containing a chiral hemiketal carbon and tetrasubstituted stereocenters bearing synthetically versatile fluorinated groups. The desymmetrization of silanediols was also demonstrated as an asymmetric route to chiral silicon centers.
通过有机催化的对映选择性和非对映选择性环醚化反应，首次完成了手性半缩醛碳的双二醇的去对称化，得到了含有手性半缩醛碳和具有合成多功能氟取代基的四取代立体中心的光学活性四氢吡喃。硅二醇的去对称化也被证明是一种获得手性硅中心的不对称方法。
