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- W4378746668 abstract "Transamidation of twistless (twist angle (τ) = 4.54°) and resonance stabilized N-pivaloyl activated amides is demonstrated in the absence of a catalyst, base and additive. Furthermore, C-N (1.374 Å) and CO (1.222 Å) bond lengths indicate the existence of amidic resonance; yet, transamidation is achieved at room temperature with alkyl amines in a short reaction time (0.5-2 h) with 60-97% yield. Amines bearing protic hydroxy and carboxylic acid groups were tolerated under the reaction conditions. Thus, our findings imply that N-pivaloyl-activated planar and resonance-stabilized amides are sufficiently reactive for nucleophilic addition." @default.
- W4378746668 created "2023-05-31" @default.
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- W4378746668 date "2023-01-01" @default.
- W4378746668 modified "2023-10-17" @default.
- W4378746668 title "Amidic Resonance not a Barrier for Transamidation of N-Pivaloyl Activated Amides: Catalyst, Base and Additive Free Conditions" @default.
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- W4378746668 doi "https://doi.org/10.1039/d3ob00418j" @default.
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