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
18 ربيع الأول 1444
Accepted
15 جمادى الأولى 1444
First published
15 جمادى الأولى 1444

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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