Enantioselective Propargylation of Polyols and Desymmetrization of meso 1,2-Diols by Copper/Borinic Acid Dual Catalysis

Angewandte Chemie
Ren-Zhe LiDawen Niu

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.

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Citations

Nov 14, 2017·Organic & Biomolecular Chemistry·Long Shao, Xiang-Ping Hu
Jan 22, 2019·Angewandte Chemie·José Enrique GómezArjan W Kleij
Mar 23, 2019·Organic & Biomolecular Chemistry·Satoru KuwanoTakayoshi Arai
Sep 29, 2020·Chemical Communications : Chem Comm·Zhao-Zhao ZhouYong-Min Liang
Dec 5, 2020·Acta Crystallographica. Section C, Structural Chemistry·Ryan Noboru RutherfordAndrea Renzetti
May 13, 2021·Chemical Communications : Chem Comm·Jian HuangHao Xu
May 18, 2021·The Journal of Organic Chemistry·Erik T OuelletteBianca R Sculimbrene
Dec 7, 2018·Chemical Reviews·Victoria Dimakos, Mark S Taylor
Mar 23, 2019·Journal of the American Chemical Society·Victoria DimakosMark S Taylor
Aug 16, 2018·Organic Letters·Kashif TanveerMark S Taylor
Aug 28, 2018·Organic Letters·Grace WangMark S Taylor
Aug 22, 2017·Journal of the American Chemical Society·Kai ZhangWen-Jing Xiao
Oct 23, 2019·Organic Letters·Lei YangXia Zhang
Jan 9, 2019·The Journal of Organic Chemistry·Daniel GorelikMark S Taylor
Dec 4, 2021·Journal of the American Chemical Society·Xianghong XuChang Guo

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