Institute of Organic Chemistry PAS, 01-224 Warsaw, Poland.
Molecules. 2022 Apr 13;27(8):2508. doi: 10.3390/molecules27082508.
In this work, we would like to present the development of a highly optimized method for generating the quaternary stereogenic centers in β-keto esters. This enantioselective phase-transfer alkylation catalyzed by hybrid catalysts allows for the efficient generation of the optically active products with excellent enantioselectivity, using only 1 mol% of the catalyst. The vast majority of phase-transfer catalysts in asymmetric synthesis work by creating ionic pairs with the nucleophile-attacking anionic substrate. Therefore, it is a sensible approach to search for new methodologies capable of introducing functional groups into the precursor's structure, maintaining high yields and enantiomeric purity.
在这项工作中，我们希望展示一种高度优化的方法，用于在β-酮酯中生成四元立体中心。这种由混合催化剂催化的对映选择性相转移烷基化反应，仅使用 1 mol%的催化剂，即可高效生成具有优异对映选择性的光学活性产物。在不对称合成中，绝大多数相转移催化剂通过与亲核进攻的阴离子底物形成离子对来起作用。因此，寻找新的方法学来引入功能基团到前体的结构中，同时保持高产率和对映体纯度，是一种明智的方法。
