Issue 3, 2023

Highly diastereo- and enantioselective copper-catalyzed methylboration of 1,2-dihydroquinolines and 2H-chromenes

Abstract

A Cu-catalyzed highly diastereo- and enantioselective methylboration of diverse heterocyclic compounds including 1,2-dihydroquinolines, 2H-chromenes and 2H-thiochromenes providing the corresponding organoboron compounds bearing two adjacent chiral centers with excellent diastereoselectivities (dr up to >99 : 1) and enantioselectivities (up to 99.9% ee) has been realized for the first time. This method provides an efficient and highly enantioselective approach for the synthesis of chiral organoboron compounds and their derivatives containing heterocyclic structures.

Graphical abstract: Highly diastereo- and enantioselective copper-catalyzed methylboration of 1,2-dihydroquinolines and 2H-chromenes

Supplementary files

Article information

Article type
Research Article
Submitted
14 oct. 2022
Accepted
09 déc. 2022
First published
09 déc. 2022

Org. Chem. Front., 2023,10, 806-812

Highly diastereo- and enantioselective copper-catalyzed methylboration of 1,2-dihydroquinolines and 2H-chromenes

S. Han, X. Shen, X. Wu, C. Xie, G. Zi and G. Hou, Org. Chem. Front., 2023, 10, 806 DOI: 10.1039/D2QO01620F

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