Institute of Research and Development, Duy Tan University, Da Nang, Vietnam.
Org Biomol Chem. 2019 Aug 7;17(29):6952-6963. doi: 10.1039/c9ob01304k. Epub 2019 Jul 3.
Traceless point-to-axial chirality exchange is a growing method for the preparation of axially chiral biaryls/heterobiaryls. During the exchange, stereogenic centers are destroyed and a chiral axis is simultaneously created. Highly functionalized enantiopure biaryls/heterobiaryls including those containing furanyl, thiophenyl, or pyrrolyl moieties with low rotation barriers have been prepared using this strategy with high levels of chirality transfer. The method is necessary for providing access to novel ligands, catalysts, natural products and active drugs having chiral axes. This review focuses on the chirality exchange approach for the formation of axially chiral biaryls/heterobiaryls and stereochemical models for the control of atropselectivity up to April 2019.
无痕迹点到轴向手性交换是一种新兴的方法,用于制备轴向手性联芳烃/杂联芳烃。在交换过程中,手性中心被破坏,同时产生一个手性轴。使用这种策略,可以制备高度官能化的对映纯联芳烃/杂联芳烃,包括那些含有呋喃基、噻吩基或吡咯基部分的联芳烃/杂联芳烃,其旋转势垒较低,具有高水平的手性转移。该方法对于提供具有手性轴的新型配体、催化剂、天然产物和活性药物至关重要。本文综述了 2019 年 4 月之前形成轴向手性联芳烃/杂联芳烃的手性交换方法和控制对映选择性的立体化学模型。