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Updated: Aug 12, 2025

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
Electroreductive Hydroxymethylation of Imines with Ketones To Access β-Amino Alcohols
Wei-Mei Zeng1, Wen-Feng Dong1, Yan-Hong He1
1Key Laboratory of Applied Chemistry of Chongqing Municipality, School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, China.
Abstract:
In this article, an electrochemical method for the direct synthesis of β-amino alcohols from imines and ketones is described. Mechanistic studies, including a radical trapping experiment, electron paramagnetic resonance, cyclic voltammetry, and divided-cell electrolysis experiment, support the radical-involved reductive cross coupling of imines with ketones at the cathode. The use of abundant and easily prepared starting materials, high atom- and step-economy, and insensitivity to air and moisture make this synthetic strategy more efficient for the construction of various β-amino alcohol derivatives.
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