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Diastereoselective Alkene Hydroesterification Enabling the Synthesis of Chiral Fused Bicyclic Lactones
Authors:Zhanglin Shi  Dr. Chaoren Shen  Prof. Dr. Kaiwu Dong
Affiliation:Chang-Kung Chuang Institute, Shanghai Key Laboratory of Green Chemistry and Chemical Process, School of Chemistry and Molecular Engineering, East China Normal University, No. 500, Dongchuan Road, Shanghai, 200241 China
Abstract:Palladium-catalysed diastereoselective hydroesterification of alkenes assisted by the coordinative hydroxyl group in the substrate afforded a variety of chiral γ-butyrolactones bearing two stereocenters. Employing the carbonylation-lactonization products as the key intermediates, the route from the alkenes with single chiral center to chiral THF-fused bicyclic γ-lactones containing three stereocenters was developed.
Keywords:alkene  diastereoselective carbonylation  γ-lactone  hydroxyl group  palladium
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