立体选择性 Pd/Cu 催化：外消旋对称 1,3-二苯基烯丙基乙酸酯的不对称烷基化反应。
Stereodivergent Pd/Cu catalysis: asymmetric alkylation of racemic symmetrical 1,3-diphenyl allyl acetates.
机构信息
East China University of Science and Technology, Shanghai 200237, China.
Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, Frontiers Science Center for Transformative Molecules, School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai 200240, China.
出版信息
Org Biomol Chem. 2021 Mar 11;19(9):1955-1959. doi: 10.1039/d0ob02499f.
We report a stereodivergent Pd/Cu catalyst system that was successfully applied to the asymmetric allylic alkylation of symmetrical 1,3-disubstituted allyl acetates with prochiral imino esters, providing efficient access to enantiopure products bearing vicinal stereocenters in a fully stereodivergent manner. The protocol proceeds smoothly under mild reaction conditions and can accommodate a range of imino esters, delivering the substituted products in high yields and with excellent diastereoselectivities (up to >20 : 1 dr) and enantioselectivities (up to >99% ee).
我们报告了一种对映体发散的 Pd/Cu 催化剂体系，该体系成功应用于对称的 1,3-二取代烯丙基乙酸酯与前手性亚氨基酯的不对称烯丙基烷基化反应，以完全对映体发散的方式提供了对映纯产物，产物具有相邻的立体中心。该方案在温和的反应条件下顺利进行，可适用于多种亚氨基酯，以高产率和优异的非对映选择性（高达>20:1 dr）和对映选择性（高达>99%ee）得到取代产物。
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