Iridium-Catalyzed Enantioselective α-C(sp3)-H Borylation of Azacycles

Lili Chen; Yuhuan Yang; Luhua Liu; Qian Gao; Senmiao Xu

doi:10.1021/jacs.0c06756

Iridium-Catalyzed Enantioselective α-C(sp³)-H Borylation of Azacycles

J Am Chem Soc. 2020 Jul 15;142(28):12062-12068. doi: 10.1021/jacs.0c06756. Epub 2020 Jul 6.

Authors

Lili Chen¹, Yuhuan Yang^{1

2}, Luhua Liu^{1

2}, Qian Gao¹, Senmiao Xu^{1

3}

Affiliations

¹ State Key Laboratory for Oxo Synthesis and Selective Oxidation, Center for Excellence in Molecular Synthesis, Suzhou Research Institute, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, People's Republic of China.
² University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China.
³ Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou 311121, People's Republic of China.

PMID: 32597651
DOI: 10.1021/jacs.0c06756

Abstract

We herein report an iridium-catalyzed enantioselective α-C(sp³)-H borylation of a wide range of azacycles. The combination of an iridium precursor and a chiral bidentate boryl ligand has been shown to effectively differentiate enantiotropic methylene C-H bonds from a single carbon center, affording a variety of synthetically useful azacycles from readily available starting materials with good to excellent enantioselectivities.

Publication types

Research Support, Non-U.S. Gov't