School of Chemistry & Chemical Engineering, and Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials, Jiangsu Normal University , Xuzhou 221116, China.
J Org Chem. 2014 May 16;79(10):4635-43. doi: 10.1021/jo500644v. Epub 2014 Apr 30.
The catalytic asymmetric aza-ene reactions of 3-indolylmethanols with cyclic enaminones and the highly enantioselective aza-ene reactions utilizing cyclic aza-ene components have been established, which directly assemble isatin-derived 3-indolylmethanols and dimedone-derived enaminones into C3-functionalized chiral indoles with one all-carbon quaternary stereogenic center in high yields and excellent enantioselectivities (up to 99% yield, up to 95:5 er).
已建立了 3-吲哚甲醇与环状烯胺酮的催化不对称氮杂-ene 反应以及利用环状氮杂-ene 组分的高对映选择性氮杂-ene 反应,这些反应直接将色胺衍生的 3-吲哚甲醇和二甲基酮衍生的烯胺酮组装成 C3 功能化的手性吲哚,具有一个全碳季立体中心,产率高,对映选择性极好(高达 99%的产率,高达 95:5 的对映体过量值)。