ArticleChemistry (Weinheim an der Bergstrasse, Germany)2018
Protecting-Group-Free Amidation of Amino Acids using Lewis Acid Catalysts.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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Who cites it
8 citing papers in PubMed, 55 citations in OpenAlex.
- Article
- Emergent Organoboron Acid Catalysts.The Journal of organic chemistry · 2024Review
- On the Use of Triarylsilanols as Catalysts for Direct Amidation of Carboxylic Acids.The Journal of organic chemistry · 2023Article
- Trimethylaluminum-mediated one-pot peptide elongation.Chemical science · 2023Article
- Sustainable Peptide Synthesis Enabled by a Transient Protecting Group.Angewandte Chemie (International ed. in English) · 2020Article
- Catalytic direct amidations in tert-butyl acetate using B(OCHOrganic & biomolecular chemistry · 2019Article
- Synthetic chemistry in water: applications to peptide synthesis and nitro-group reductions.Nature protocols · 2019Article
- Protecting-Group-Free Amidation of Amino Acids using Lewis Acid Catalysts.Chemistry (Weinheim an der Bergstrasse, Germany) · 2018Article
Corrections and comments
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Authors and funding
6 authors at 3 institutions in 1 country.
Funding
No grant is acknowledged in the PubMed record.
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.
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Registered trials
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