Rh(III)-Catalyzed Enantioselective Intermolecular Aryl C—H Bond Addition to Aldehydes  

作　　者：Zhi-Jie Wu Zhuo Wu Wen-Wen Zhang Qing Gu Shu-Li You 

机构地区：[1]State Key Laboratory of Organometalic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,345 Lingling Lu,Shanghai 200032,China [2]School of Physical Science and Technology,Shanghai Tech University,100 Haike Road,Shanghai 201210,China

出　　处：《Chinese Journal of Chemistry》2022年第23期2780-2784,共5页中国化学（英文版）

基　　金：National Key R&D Program of China(2021YFA1500100);the National Natural Science Foundation of China(21821002,91856201,22071260);Science and Technology Commission of Shanghai Municipality(21520780100)for generous financial support.

摘　　要：The direct addition of aryl C—H bond to carbon-heteroatom double bond by transition-metal-catalyzed C—H activation has been extensively investigated in the past decade. However, the enantioselective intermolecular C—H addition to aldehyde has not yet been reported and is of significant challenge. Rh(III)-catalyzed highly enantioselective intermolecular C—H addition of aryl oxime ethers to glyoxylates is reported. Chiral mandelic acid esters were obtained in excellent yields (up to 98%) and enantioselectivity (up to 99% ee) in the presence of a chiral CpRh(III) catalyst under mild conditions. The substituents on the Cp ring and BINOL skeleton were responsible for the high enantioselectivity observed. The method displays a broad substrate scope and good functionality tolerance. These results provide not only a promising C—H addition approach but also a proof of concept for developing broader asymmetric C—H addition reactions.

关 键 词：Asymmetric catalysis C-H addition Chiral cyclopentadiene Mandelate Rh catalysis 

分 类 号：O62[理学—有机化学]