Chiral-Directing-Group-Assisted Rhodium(III)-Catalyzed Asymmetric Addition of Inert Arene C-H Bond to Aldimines with Subsequent Intramolecular Cyclization.

Chemistry

Key Laboratory of Bioinorganic and Synthetic Chemistry of Ministry of Education School of Chemistry, Sun Yat-Sen University, Guangzhou, 510006, P. R. China.

Published: December 2021

By using a chiral directing group, an asymmetric rhodium(III)-catalyzed C-H bond addition to aldimines followed by intramolecular cyclization to form chiral isoindolinones has been achieved (up to 68 % yield, up to 93 % ee). A three-component variant that resembles Mannich reaction was also realized (41 % yield, 83 % ee). Product elaborations and preliminary mechanistic studies were described.

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Source
http://dx.doi.org/10.1002/chem.202103319DOI Listing

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