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Updated: Jan 15, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Ruthenium-Catalyzed Diversified Kinetic Resolutions of Diaryl-Substituted Cyclobutenones via Asymmetric Transfer
Shouang Lan1, Yingkun Luo1, Chunyun Jiang1
1State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Fujian College, University of Chinese Academy of Sciences, Fuzhou, 350100, China.
Abstract:
1,2-Diaryl-3,4-dialkyl cyclobutanes (DA2CBs) are important scaffolds in numerous bioactive substances. However, the concise asymmetric synthesis of this type of compound remains a formidable challenge, especially in a stereodivergent manner. In this work, we report for the first time the diversified kinetic resolutions of diaryl-substituted cyclobutenones through Ru-catalyzed asymmetric transfer hydrogenation (ATH). The protocol affords a range of diaryl-substituted four-membered rings with structural and stereochemical diversity, which facilitates the total synthesis of six representative natural products in a stereodivergent fashion. Detailed mechanistic studies have been conducted to reveal the origin of the three kinetic resolution modes, and the catalysts are found to play vital roles in determining the reaction pathways, a phenomenon that has been scarcely observed in the field of ATH.
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