Chiral Gating for Size- and Shape-Selective Asymmetric Catalysis
Chiral Gating for Size- and Shape-Selective Asymmetric Catalysis
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DOI：
10.1021/jacs.9b06619
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发表时间：
2019-09-04
影响因子：
15
通讯作者：
Zhao, Yan
中科院分区：
文献类型：
--
作者：
Li, Xiaowei;Zhao, Yan
较差或一般的立体选择性是手性催化剂寻找实际应用的关键障碍。我们报告了一种简单的方法来创建一个可调的手性空间附近的手性催化剂，以增加其选择性。通过在交联胶束内模板聚合，利用现成的氨基酸衍生物，合理地创造了空间。它提供了反应物进入催化剂的门控入口，使一个普通的脯氨酸酰胺以尺寸和形状选择性的方式催化醛醇在水中的缩合，具有优异的产率和ee。
A poor or mediocre stereoselectivity is a key roadblock for a chiral catalyst to find practical adoptions. We report a facile method to create a tunable chiral space near a chiral catalyst to augment its selectivity. The space was created rationally through templated polymerization within cross-linked micelles, using readily available amino acid derivatives. It provided gated entrance of reactants to the catalyst, enabling a mediocre prolinamide to catalyze aldol condensation in water with excellent yields and ee, in a size- and shape-selective manner.