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

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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… Click to show full 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.

Keywords: enantioselective synthesis; quinone methides; synthesis triarylmethanes; para quinone

Journal Title: Chemical communications
Year Published: 2022

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