School of Materials Science and Engineering, Shanghai University, Shanghai 200444, China.
Center for Supramolecular Chemistry & Catalysis and Department of Chemistry, College of Sciences, Shanghai University, Shanghai 200444, China.
Org Lett. 2019 Sep 6;21(17):6888-6892. doi: 10.1021/acs.orglett.9b02513. Epub 2019 Aug 13.
We report a general activated amide to ester transformation catalyzed by CsCO. Using this approach, esterification proceeds under relatively mild conditions and without the need for a transition metal catalyst. This method exhibits broad substrate scope and represents a practical alternative to existing esterification strategies. The synthetic utility of this protocol is demonstrated via the facile synthesis of crown ether derivatives and the late-stage modification of a representative natural product and several sugars in reasonable yields.
我们报道了一种由 CsCO 催化的通用的酰胺到酯的转化。使用这种方法，酯化反应可以在相对温和的条件下进行，并且不需要过渡金属催化剂。该方法具有广泛的底物范围，是现有酯化策略的一种实用替代方法。通过 Crown Ether 衍生物的简便合成以及代表性天然产物和几种糖的后期修饰，以合理的收率展示了该方案的合成实用性。
