ArticleChemSusChem2021
Direct Catalytic N-Alkylation of α-Amino Acid Esters and Amides Using Alcohols with High Retention of Stereochemistry.
Article in ChemSusChem, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
What it found
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Who cites it
5 citing papers in PubMed.
- Sustainable Routes Toward Amino Acid-Based Surfactants: Borrowing Hydrogen Catalysis and Beyond.ChemSusChem · 2026Article
- Molybdenum-Catalyzed Asymmetric Amination of α-Hydroxy Esters: Synthesis of α-Amino Acids.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025Article
- Bio-Based Surfactants via Borrowing Hydrogen Catalysis.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Elucidating the Racemization Mechanism of Aliphatic and Aromatic Amino Acids by In Silico Tools.International journal of molecular sciences · 2023Article
- Direct Catalytic N-Alkylation of α-Amino Acid Esters and Amides Using Alcohols with High Retention of Stereochemistry.ChemSusChem · 2021Article
Corrections and comments
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Authors and funding
3 authors.
Funding
Abstract
The direct functionalization of naturally abundant chiral scaffolds such as α-amino acid esters or amides with widely abundant alcohols, without any racemization, is a demanding transformation that is of central importance for the synthesis of bio-active compounds. Herein a robust and general method was developed for the direct N-alkylation of α-amino acid esters and amides with alcohols. This powerful ruthenium-catalyzed methodology is atom-economic, base-free, and allowed for excellent retention of stereochemical integrity. The use of diphenylphosphate as additive was crucial for significantly enhancing reactivity and product selectivity. Notably, the only by-product was water and both substrates could be potentially derived from renewable resources.
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Registered trials
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