Angewandte Chemie International Edition · 2023 · 27 citations · 56 references
Natural SciencesBiochemistryOrganic ChemistryPost-translational ModificationSynthetic Medicinal ChemistryAmino Acid ChemistryOrganic SynthesisPeptide ChemistryAmination ReactionsAmino Protecting GroupsFree Amino NitrogenMild Reaction ConditionsPeptide Coupling ReactionsPeptide Coupling Reagents
Abstract We report herein a straightforward transfer of a free amino group (NH 2 ) from a commercially available nitrogen source to unfunctionalized, native carbonyls (amides and ketones) resulting in direct α‐amination. Primary α‐amino carbonyls are readily produced under mild conditions, further enabling diverse in situ functionalization reactions—including peptide coupling and Pictet–Spengler cyclization—that capitalize on the presence of the unprotected primary amine.
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Ahmed F. Abdel‐Magid, Kenneth G. Carson, Bruce D. Harris et al. · The Journal of Organic Chemistry · 1996 · 1.5K citations
Asymmetric copper-catalyzed C-N cross-couplings induced by visible light
Quirin M. Kainz, Carson D. Matier, Agnieszka Bartoszewicz et al. · Science · 2016 · 761 citations · Full text