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Enantioselective Propargylation of Polyols and Desymmetrization of meso 1,2-Diols by Copper/Borinic Acid Dual Catalysis
Authors:Ren-Zhe Li  Hua Tang  Dr. Ke R. Yang  Li-Qiang Wan  Xia Zhang  Jie Liu  Zhengyan Fu  Prof. Dawen Niu
Affiliation:1. Department of Emergency, State Key Laboratory of Biotherapy and Cancer Center, West China Hospital, Sichuan University, No. 17 Renmin Nan Road, Chengdu, 610041 China;2. Department of Chemistry, Yale University, New Haven, CT, 06520-8107 USA
Abstract:A copper/borinic acid dual catalytic reaction enabled the enantioselective propargylation of aliphatic polyols. Readily available reagents and catalysts were used in this transformation, which displayed good to excellent chemo- and stereoselectivity for a broad array of substrates. The method was also applicable to the desymmetrization of meso 1,2-diols to furnish products with three stereogenic centers and a terminal alkyne group in one operation.
Keywords:alcohols  copper  desymmetrization  dual catalysis  propargylation
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