Issue 67, 2024

Construction of central and axial chirality via Pd(ii)/Bim-catalyzed asymmetric dearomative Michael reaction of polycyclic tropones

Abstract

A highly enantioselective Pd/Bim-catalyzed dearomative Michael reaction applying polycyclic tropones as non-benzenoid aromatic Michael acceptors and arylboronic acids as aryl pronucleophiles has been developed. The bridged biaryls bearing central and axial chirality, including pentacyclic cyclohepta[b]indoles and 6,7-dihydrodibenzo[a,c][7]annulen-5-ones, are generally generated in good to high yields and excellent enantioselectivities and can be readily transformed into useful derivatives.

Graphical abstract: Construction of central and axial chirality via Pd(ii)/Bim-catalyzed asymmetric dearomative Michael reaction of polycyclic tropones

Supplementary files

Article information

Article type
Communication
Submitted
28 Jan 2024
Accepted
26 Upu 2024
First published
27 Upu 2024

Chem. Commun., 2024,60, 8908-8911

Construction of central and axial chirality via Pd(II)/Bim-catalyzed asymmetric dearomative Michael reaction of polycyclic tropones

Z. Liu, Y. Wang, Z. Yang, Y. Yang, Y. Liu, W. Hao and B. Jiang, Chem. Commun., 2024, 60, 8908 DOI: 10.1039/D4CC03166K

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