Hefei National Laboratory for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei 230026, China.
Org Lett. 2021 May 21;23(10):3834-3838. doi: 10.1021/acs.orglett.1c00910. Epub 2021 May 7.
A chiral anion-mediated asymmetric Heck/Tsuji-Trost reaction of aryl iodides and 1,3-dienes is presented. Chiral indoline derivatives could be afforded with remarkably higher yields and enantioselectivities than our previous chiral ligand-based method. Silver carbonate is employed as both base and halide scavenger to ensure fast and recyclable exchange of the catalytic amount of chiral anions. Fast salt metathesis, as well as the acceleration effect of the chiral anion, could both benefit the stereocontrol of the reaction.
本文报道了一种手性阴离子介导的芳基碘化物和 1,3-二烯的不对称 Heck/Tsuji-Trost 反应。与我们之前的手性配体方法相比，手性吲哚啉衍生物可以以更高的产率和对映选择性得到。碳酸银同时作为碱和卤化物清除剂，以确保催化量手性阴离子的快速和可回收交换。快速的盐交换以及手性阴离子的加速效应都有利于反应的立体控制。
