Protecting‐Group‐Free Amidation of Amino Acids using Lewis Acid Catalysts

Abstract: Amidation of unprotected amino acids has been investigated using a variety of ‘classical“ coupling reagents, stoichiometric or catalytic group (IV) metal salts, and boron Lewis acids. The scope of the reaction was explored through the attempted synthesis of amides derived from twenty natural, and several unnatural, amino acids, as well as a wide selection of primary and secondary amines. The study also examines the synthesis of medicinally relevant compounds, and the scalability of this direct amidation approach. Finally, we provide insight into the chemoselectivity observed in these reactions.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Protecting‐Group‐Free Amidation of Amino Acids using Lewis Acid Catalysts ; volume:24 ; number:27 ; year:2018 ; pages:7033-7043 ; extent:11
Chemistry - a European journal ; 24, Heft 27 (2018), 7033-7043 (gesamt 11)

Creator
Sabatini, Marco T.
Karaluka, Valerija
Lanigan, Rachel M.
Boulton, Lee T.
Badland, Matthew
Sheppard, Tom D.

DOI
10.1002/chem.201800372
URN
urn:nbn:de:101:1-2022081906525890258687
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:33 AM CEST

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Associated

  • Sabatini, Marco T.
  • Karaluka, Valerija
  • Lanigan, Rachel M.
  • Boulton, Lee T.
  • Badland, Matthew
  • Sheppard, Tom D.

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