Issue 51, 2022

Enantioselective synthesis of triarylmethanes via organocatalytic transfer hydrogenation of para-quinone methides

Abstract

A new organocatalytic asymmetric method for the synthesis of enantioenriched triarylmethanes is developed. Different from the conventional approaches featuring asymmetric arylation, the present study employs asymmetric reduction via C–H bond formation as the key step. This approach does not require the presence of a heteroaryl ring or the presynthesis of unstable para-quinone methides. Instead, the stable racemic triarylmethanols were used as substrates for the in situ generation of the intermediates with a suitable chiral phosphoric acid catalyst.

Graphical abstract: Enantioselective synthesis of triarylmethanes via organocatalytic transfer hydrogenation of para-quinone methides

Supplementary files

Article information

Article type
Communication
Submitted
07 4月 2022
Accepted
25 5月 2022
First published
25 5月 2022

Chem. Commun., 2022,58, 7128-7131

Enantioselective synthesis of triarylmethanes via organocatalytic transfer hydrogenation of para-quinone methides

Z. Han, Y. Zang, C. Liu, W. Guo, H. Huang and J. Sun, Chem. Commun., 2022, 58, 7128 DOI: 10.1039/D2CC01996E

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