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Updated: May 11, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
B(C6F5)3-Catalyzed Regioselective Deuteration of Terminal Olefins Using D2O as the Deuterium Source
Jinfeng Zheng1,2, Jian-Fei Bai1, Yun Jia1
1NingboTech-Cuiying Joint Laboratory of Stable Isotope Technology, School of Biological and Chemical Engineering, NingboTech University, Ningbo 315100, People's Republic of China.
Abstract:
The selective deuteration of α-alkyl olefins is challenging due to their polymerization tendency and limited catalytic options. Herein, we report the B(C6F5)3-catalyzed deuteration of terminal olefins using D2O as the deuterium source. This approach efficiently achieves hydrogen-deuterium exchange via carbocation intermediates, demonstrating broad substrate scope, including α-methylstyrenes, internal alkenes, heterocycles, and natural product derivatives, with high deuterium incorporation and functional group tolerance. Additionally, optimized conditions enable the synthesis of fully deuterated oligomeric products, highlighting the method's versatility.
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