Tian Qingyu, Ge Jin, Liu Yaopeng, Wu Xi, Li Zhenghao, Cheng Guolin
Xiamen Key Laboratory of Optoelectronic Materials and Advanced Manufacturing, College of Materials Science and Engineering, Huaqiao University, Xiamen, 361021, China.
Key Lab of Fluorine and Silicon for Energy Materials and Chemistry of Ministry of Education, Jiangxi Normal University, Nanchang, 330022, China.
Angew Chem Int Ed Engl. 2024 Oct 7;63(41):e202409366. doi: 10.1002/anie.202409366. Epub 2024 Sep 6.
In this work, we describe an efficient and modular method for enantiodivergent accessing P(V)-stereogenic molecules by utilizing the catalytic atroposelective Catellani-type C-H arylation/desymmetric intramolecular N-arylation cascade reaction. The enantioselectivity of this protocol was proved to be tuned by the polarity of the solvent, thus providing a wide range of both chiral P(V)-stereogenic enantiomers in moderate to good yields with good to excellent enantiomeric excesses. Noteworthy is that the strategy developed herein represents an unprecedented example of solvent-dictated inversion of the enantioselectivity of P(V)-stereogenic compounds.
在本工作中，我们描述了一种高效且模块化的方法，通过利用催化的对映选择性卡斯特拉尼型C-H芳基化/去对称分子内N-芳基化级联反应，对映发散地合成P(V) - 手性中心分子。该方法的对映选择性被证明可通过溶剂的极性进行调节，从而以中等至良好的产率和良好至优异的对映体过量提供多种手性P(V) - 手性中心对映体。值得注意的是，本文开发的策略代表了P(V) - 手性中心化合物对映选择性溶剂调控反转的前所未有的例子。
