5 articles
Amide activation
Amide activation is a set of chemical strategies that weaken the amide bond's stabilizing resonance, letting normally unreactive amides undergo nucleophilic addition, N–C(O) cleavage, and rearrangement.
Amide reduction
Amide reduction is the chemical conversion of a carboxamide into an amine with the same carbon count, most commonly with lithium aluminum hydride or borane, and can be stopped at the aldehyde stage.
Peptide bond
The peptide bond, or peptide linkage, is the amide covalent bond linking amino acids into polypeptide chains, formed by loss of a water molecule and made rigid and planar by resonance.
Twisted amide activation
Twisted amide activation is a synthetic strategy that distorts the amide C–N bond from planarity, weakening its resonance so the bond can be cleaved by cross-coupling or nucleophilic substitution.
Twisted amides
Twisted amides are amides whose C(O)–N bond is deliberately distorted from planar geometry, disrupting amide resonance and making the bond reactive toward cleavage, substitution, and cross-coupling.