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Updated: Oct 19, 2025

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
Exo-Selective and Enantioselective Photoenolization/Diels-Alder Reaction
Min Hou1, Mengmeng Xu1, Baochao Yang1
1Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, 3663N Zhongshan Road, Shanghai 200062, China.
Abstract:
An unusual exo-selective photoenolization/Diels-Alder reaction of electron-rich 2-methylbenzaldehydes and dienophiles containing a benzoyl group at its α position was reported herein. The chiral TADDOL-type ligand plays a key role in this process: (1) accelerating the reaction; (2) controlling the enantioselectivity; and (3) improving and tuning the diastereoselectivity of the reaction.
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