Issue 20, 2025

Asymmetric synthesis of C–N axially chiral carbazoles via axial-to-axial chirality transfer

Abstract

C–N axially chiral carbazole derivatives were synthesised by an intramolecular Buchwald–Hartwig amination starting from C–C axially chiral biaryls utilising an axial-to-axial chirality transfer with enantiospecificities up to 91%. The mechanism of the chirality transfer was investigated via DFT calculations.

Graphical abstract: Asymmetric synthesis of C–N axially chiral carbazoles via axial-to-axial chirality transfer

Supplementary files

Article information

Article type
Communication
Submitted
17 Mar 2025
Accepted
14 Apr 2025
First published
16 Apr 2025
This article is Open Access
Creative Commons BY license

Org. Biomol. Chem., 2025,23, 4888-4892

Asymmetric synthesis of C–N axially chiral carbazoles via axial-to-axial chirality transfer

S. Myllek, P. Lencer, M. K. T. Klischan, B. Henssen, P. Neudecker, M. Breugst and J. Pietruszka, Org. Biomol. Chem., 2025, 23, 4888 DOI: 10.1039/D5OB00587F

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