Issue 22, 2025

Chiral Brønsted acid-catalyzed intermolecular hydrophenoxylation of ynamides with biaryl phenols via sequential desymmetrization/kinetic resolution

Abstract

Herein we disclose the first catalytic asymmetric intermolecular hydrophenoxylation of ynamides with biaryl phenols under chiral Brønsted acid catalysis, providing axially chiral phenols. This enantioselective reaction proceeds through a sequential desymmetrizaiton/kinetic resolution process, which features mild reaction conditions and represents a rare paradigm of an organocatalytic asymmetric intermolecular reaction of ynamides.

Graphical abstract: Chiral Brønsted acid-catalyzed intermolecular hydrophenoxylation of ynamides with biaryl phenols via sequential desymmetrization/kinetic resolution

Supplementary files

Article information

Article type
Communication
Submitted
25 Mar 2025
Accepted
07 May 2025
First published
07 May 2025

Org. Biomol. Chem., 2025,23, 5318-5322

Chiral Brønsted acid-catalyzed intermolecular hydrophenoxylation of ynamides with biaryl phenols via sequential desymmetrization/kinetic resolution

Y. Yu and M. Chen, Org. Biomol. Chem., 2025, 23, 5318 DOI: 10.1039/D5OB00503E

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