Organocatalytic C─O Bond Cleavage and Asymmetric Transformations via [1,3]‐Sigmatropic Rearrangement
Open Access
- 19 May 2025
- journal article
- Published by Wiley in Advanced Science
- Vol. 12 (29) , e70006
Abstract
Here, an organocatalytic asymmetric [1,3]‐sigmatropic rearrangement process for aryl ether insertion through C─O bond cleavage and downstream transformation is reported, enabling the practical and atom‐economic synthesis of diverse valuable chiral benzofuran derivatives bearing a quaternary carbon stereocenter. The reaction shows a wide substrate scope, yielding moderate to good products with excellent enantioselectivity and diastereoselectivity (up to >99% ee and >99:1 d.r.). Initial biological activity tests suggest that the resulting enantioenriched benzofuran products hold potential as anticancer agents.Keywords
Funding Information
- National Natural Science Foundation of China (22001025)
- National Natural Science Foundation of China (22271032)
- Natural Science Foundation of Chongqing Municipality (cstc2021jcyj‐jqX0019)
- Fundamental Research Funds for the Central Universities (2023CDJKYJH009)
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