Palladium-Catalyzed Asymmetric Benzylic Substitution of Secondary Benzyl Carbonates with Nitrogen and Oxygen Nucleophiles
Palladium-Catalyzed Asymmetric Benzylic Substitution of Secondary Benzyl Carbonates with Nitrogen and Oxygen Nucleophiles
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DOI：
10.1021/acs.orglett.7b01022
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发表时间：
2017-05-05
期刊：
影响因子：
5.2
通讯作者：
Miura, Masahiro
中科院分区：
文献类型：
--
作者：
Najib, Atifah;Hirano, Koji;Miura, Masahiro
Pd/（R）-BINAP催化的仲苄基碳酸酯与酰胺和胺的不对称苄基取代反应以良好的产率和高的对映体比率进行，从而形成相应的光学活性苄胺。该反应以动态动力学不对称转化（DYKAT）方式发生。此外，不对称Pd催化剂也可以适用于苯酚亲核试剂，从而以可接受的产率和对映选择性提供手性醚。
A Pd/(R)-BINAP-catalyzed asymmetric benzylic substitution of secondary benzyl carbonates with amides and amines proceeds to form the corresponding optically active benzylamines in good yields with a high enantiomeric ratio. The reaction occurs in a dynamic kinetic asymmetric transformation (DYKAT) manner. Additionally, the asymmetric Pd catalysis can also be applicable to phenol nucleophiles, thus delivering chiral ethers with acceptable yields and enantioselectivity.