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

Enantioselective Propargylation of Polyols and Desymmetrization of meso 1,2-Diols by Copper/Borinic Acid Dual Catalysis
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铜/硼酸双催化下多元醇的对映选择性炔丙基化和内消旋 1,2-二醇的去对称化

DOI:
10.1002/anie.201703029
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发表时间:
2017-06-12
影响因子:
16.6
通讯作者:
Niu, Dawen
Niu, Dawen
中科院分区:
化学1区
文献类型:
--
作者:
Li, Ren-Zhe;Tang, Hua;Niu, Dawen

文献摘要

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铜/硼酸双催化反应使脂肪族多元醇的对映选择性炔丙基化成为可能。容易获得的试剂和催化剂用于这种转化,这显示出良好的优良的化学和立体选择性的广泛的基板。该方法也适用于meso 1,2-二醇的去对称化反应,可一次反应得到具有三个立体中心和一个末端炔基的产物。
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.