Issue 22, 2022

Enantioselective synthesis of cyclic α-aminoboronates via copper-catalyzed dearomative borylation of 4-quinolinols

Abstract

A highly enantioselective and regioselective dearomative borylation of 4-quinolinols was developed using a Cu(I)/(R,R)-Ph-BPE catalyst for efficient synthesis of unprecedented heterocyclic α-amino boronates, a new class of compounds potentially relevant to drug discovery, in generally excellent yields and enantioselectivities. The products were also useful intermediates for highly functionalized tetrahydroquinolines and cyclic α-aminoboronate derivatives.

Graphical abstract: Enantioselective synthesis of cyclic α-aminoboronates via copper-catalyzed dearomative borylation of 4-quinolinols

Supplementary files

Article information

Article type
Communication
Submitted
03 Jan 2022
Accepted
17 Feb 2022
First published
17 Feb 2022

Chem. Commun., 2022,58, 3677-3680

Enantioselective synthesis of cyclic α-aminoboronates via copper-catalyzed dearomative borylation of 4-quinolinols

M. Xu, Y. Ouyang, L. Wang, S. Zhang and P. Li, Chem. Commun., 2022, 58, 3677 DOI: 10.1039/D2CC00027J

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