A Convergent Synthetic Approach to the Tetracyclic Core Framework of Khayanolide-Type Limonoids

Submitting author affiliation:
Department of Chemistry, Zhejiang University, Hangzhou, China

Beilstein Arch. 2025, 202519. https://doi.org/10.3762/bxiv.2025.19.v1

Published 19 Mar 2025

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Abstract

A convergent approach for the enantioselective construction of an advanced intermediate containing the [5,5,6,6] tetracyclic core framework of the khayanolide-type limonoids was described. The strategy features an acylative kinetic resolution of the benzylic alcohol, a 1,2-Grignard addition and an AcOH-interrupted Nazarov cyclization.

Keywords: khayanolide-type limonoids; enantioselective synthesis; tetracyclic framework; interrupted Nazarov cyclization

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Zhang, Z.; Hu, J.; Ding, H.; Zhang, L.; Rao, P. Beilstein Arch. 2025, 202519. doi:10.3762/bxiv.2025.19.v1

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