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Updated: Apr 18, 2026

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Hydromagnesiation of 1-Arylallenes with Magnesium Hydride toward Cinnamylmagnesium Reagents
Jaslyn Jing Wen Ng1,2, Eugene Yew Kun Tan1, Yihang Li1
1School of Chemistry, Chemical Engineering and Biotechnology, Nanyang Technological University, Singapore 637371, Singapore.
Abstract:
We herein report that magnesium hydride, generated via solvothermal treatment of magnesium iodide with sodium hydride in tetrahydrofuran, is capable of promoting the hydromagnesiation of 1-arylallenes. The resulting cinnamylmagnesium species could be functionalized by the subsequent treatment with aldehydes or ketones in the presence of zinc chloride to form various homoallylic alcohols in a diastereoselective manner via a 6-membered ring chair-like transition state.
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