Cesium Carbonate Catalyzed Esterification of N ‑Benzyl‑ N ‑Boc-amidesunder Ambient Conditions

2019 
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.
    • Correction
    • Source
    • Cite
    • Save
    • Machine Reading By IdeaReader
    78
    References
    15
    Citations
    NaN
    KQI
    []