ArticleChemistry (Weinheim an der Bergstrasse, Germany)2022
Asymmetric Synthesis of Heterocyclic Chloroamines and Aziridines by Enantioselective Protonation of Catalytically Generated Enamines.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
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4 citing papers in PubMed.
- Recent Developments in Catalytic Asymmetric Aziridination.Topics in current chemistry (Cham) · 2025Review
- Asymmetric Synthesis of 2-Arylethylamines: A Metal-Free Review of the New Millennium.Molecules (Basel, Switzerland) · 2024Review
- Enantioselective 1,3-Dipolar Cycloaddition Using (Molecules (Basel, Switzerland) · 2022Article
- Asymmetric Synthesis of Heterocyclic Chloroamines and Aziridines by Enantioselective Protonation of Catalytically Generated Enamines.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
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6 authors.
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Abstract
We report a method for the synthesis of chiral vicinal chloroamines via asymmetric protonation of catalytically generated prochiral chloroenamines using chiral Brønsted acids. The process is highly enantioselective, with the origin of asymmetry and catalyst substituent effects elucidated by DFT calculations. We show the utility of the method as an approach to the synthesis of a broad range of heterocycle-substituted aziridines by treatment of the chloroamines with base in a one-pot process, as well as the utility of the process to allow access to vicinal diamines.
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