Li Yanjun, Xu Jiawei, Oliveira João C A, Scheremetjew Alexej, Ackermann Lutz
Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Tammannstraße 2, 37077 Göttingen, Germany.
ACS Catal. 2024 May 10;14(11):8160-8167. doi: 10.1021/acscatal.4c01886. eCollection 2024 Jun 7.
Rhodium(III)-catalyzed enantioselective C-H activation has emerged as a powerful tool for assembling enabling chiral molecules. However, this approach is significantly hampered by the cumbersome synthetic routes for preparing chiral rhodium catalysts. In sharp contrast, we herein report on an electrochemical domino catalysis system that exploits an achiral Cp*-rhodium catalyst along with an easily accessible chiral Brønsted base for an enantioselective C-H activation/annulation reaction of alkenes by benzoic acids. Our strategy offers an environmentally benign and most user-friendly approach for assembling synthetically useful chiral phthalides in good enantioselectivity, employing electricity as the sustainable oxidant.
铑（III）催化的对映选择性C-H活化已成为构建手性分子的有力工具。然而，这种方法因制备手性铑催化剂的合成路线繁琐而受到显著阻碍。与之形成鲜明对比的是，我们在此报告了一种电化学多米诺催化体系，该体系利用非手性的Cp* -铑催化剂以及易于获得的手性布朗斯特碱，通过苯甲酸对烯烃进行对映选择性C-H活化/环化反应。我们的策略提供了一种环境友好且对用户最友好的方法，以良好的对映选择性合成有用的手性邻苯二甲酸酯，采用电作为可持续氧化剂。
