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Updated: Jun 19, 2026

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Published on: July 28, 2022
Asymmetric Synthesis of 1,3-Disubstituted Isoindolines via a Palladium-Catalyzed Arylation/Aza-Michael Addition
Hao Tang1,2, Yu-Qing Bai1, Jian Chen1
1State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, P. R. China.
Abstract:
Facile access to chiral cis-1,3-disubstituted isoindolines via a palladium-catalyzed arylation/aza-Michael addition cascade of ε-iminoenoates with arylboronic acids has been achieved. This strategy features high yields, excellent chemo-, diastereo-, and enantioselectivities, and a broad substrate scope. Mechanistic studies illustrate that this reaction is a cascade involving asymmetric arylation to deliver the chiral aminoenoate intermediates and sequential base-promoted aza-Michael addition. Silver acetate plays a crucial role in the palladium-catalyzed asymmetric arylation of sterically hindered ε-iminoenoates.
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