Jia Minqiang, Monari Magda, Yang Qing-Qing, Bandini Marco
Department of Chemistry "G. Ciamician" Alma Mater Studiorum-University of Bologna via Selmi 2, 40126, Bologna, Italy.
Chem Commun (Camb). 2015 Feb 11;51(12):2320-3. doi: 10.1039/c4cc08736d.
The highly enantioselective synthesis of densely functionalized 2,3-indoline-cyclobutanes by means of chiral gold catalysis is presented. Intermolecular formal [2+2]-cycloaddition reactions between substituted indoles and allenamides enabled direct access to methylenecyclobutane-fused indolines, featuring two consecutive quaternary stereogenic centers with excellent stereochemical control (dr > 20 : 1, ee up to 99%).
本文介绍了通过手性金催化实现高对映选择性合成密集官能化的2,3-吲哚啉-环丁烷。取代吲哚与烯丙酰胺之间的分子间形式[2+2]环加成反应能够直接得到亚甲基环丁烷稠合的吲哚啉,其具有两个连续的季碳立体中心,立体化学控制良好(非对映体比例>20:1,对映体过量高达99%)。