Tao Renqing, Liu Guixia, Huang Zheng
The State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.
School of Chemistry and Materials Science, Hangzhou Institute of Advanced Study, University of Chinese Academy of Sciences, 1 Sub-lane Xiangshan, Hangzhou 310024, China.
Org Lett. 2024 Sep 13;26(36):7626-7631. doi: 10.1021/acs.orglett.4c02746. Epub 2024 Sep 3.
A one-pot, dehydrogenation-based Ir/Co/Cu triple catalysis has been developed for formal asymmetric borylation of homobenzylic C(sp)-H bonds, furnishing enantioenriched organoboronates with a β-stereocenter directly from simple arylalkanes. Mechanistic studies indicate that the Ir catalyst is responsible for dehydrogenation of arylalkanes to 1-arylalkenes, followed by Cu-catalyzed regio- and enantioselective protoboration of ()-arylalkenes; the introduction of Co-catalyzed stereoisomerization of the ()-alkenes to ()-isomers was found to have a beneficial effect on the productivity and enantioselectivity.
