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Exo-Selective and Enantioselective Photoenolization/Diels-Alder Reaction.

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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… Click to show full 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.

Keywords: diels alder; reaction; exo selective; photoenolization diels; alder reaction

Journal Title: Organic letters
Year Published: 2021

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