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Research Article Open access CC BY 4.0

Palladium-Catalyzed Enantiospecific Three-Component Reaction for the Synthesis of 1,2,4-Trisubstituted Homoallylic Alcohols

Ayumu Natsubori, Momoka Ikeda, Yushin Hosokawa, Mizuki Akagawa, Yoshikazu Horino

Organics · pp. 22–22 · Published 27 May 2026

10.3390/org7020022

Abstract

1,2,4-Trisubstituted chiral homoallylic alcohols are valuable intermediates in natural product synthesis and complex molecular architectures; however, their catalytic asymmetric synthesis remains challenging due to the need for precise control of regioselectivity, diastereoselectivity, E/Z geometry, and enantioselectivity. Herein, we report a palladium-catalyzed enantiospecific three-component reaction of aldehydes, borylated allyl acetates, and dimethylzinc for the efficient synthesis of 1,2,4-trisubstituted anti-(Z)-homoallylic alcohols. The present method employs readily accessible chiral borylated allyl acetates and proceeds with high levels of stereochemical control, providing a practical approach to structurally complex homoallylic alcohols.

Chemistry Catalysis Dimethylzinc Natural product Combinatorial chemistry Enantioselective synthesis Reaction conditions Stereochemistry

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