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Updated: Jan 19, 2026

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Azetidine-Derived Dinuclear Zinc-Catalyzed Asymmetric Conjugate Addition of Bioactive Heterocycles to β,γ-Unsaturated
Shanshan Liu1, Zhi-Hua Xu2, Xi Wang2
1Shaanxi Key Laboratory of Chemical Additives for Industry, College of Chemistry and Chemical Engineering , Shaanxi University of Science and Technology , 6 Xuefu Road , Weiyang District, Xi'an , Shaanxi 710021 , People's Republic of China.
Abstract:
A general AzePhenol dinuclear zinc catalytic system has been successfully developed and applied into the asymmetric Michael addition of 4-hydroxyl pyrones and 4-hydroxycoumarins to β,γ-unsaturated α-keto esters. Excellent yields (up to 99%) and high enantioselectivities (up to 94% ee) are obtained for a wide range of substrates under mild conditions in the absence of additives. This bimetallic catalytic approach represents a new and effective asymmetric synthetic protocol to access a variety of bioactive compounds with pharmacological interest. The possible mechanism is proposed to explain the origin of the asymmetric induction.
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