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Cesium Carbonate Catalyzed Esterification of N-Benzyl- N-Boc-amides under Ambient Conditions

Danfeng Ye, Zhiyuan Liu, Hao Chen, Jonathan L Sessler, Chuanhu Lei

Org Lett. 2019 Sep 6;21(17):6888-6892.

PMID: 31407912

Abstract:

We report a general activated amide to ester transformation catalyzed by Cs2CO3. 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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP534178 Cesium carbonate Cesium carbonate 534-17-8 Price
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