ArticleChemistryOpen2015
Efficient regioselective ring opening of activated aziridine-2-carboxylates with [(18)f]fluoride.
Article in ChemistryOpen, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.
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Who cites it
3 citing papers in PubMed, 9 citations in OpenAlex.
- Strained Ammonium Precursors for Radiofluorinations.ChemistryOpen · 2022Review
- Methods to Enhance the Metabolic Stability of Peptide-Based PET Radiopharmaceuticals.Molecules (Basel, Switzerland) · 2020Review
- Simple activation by acid of latent Ru-NHC-based metathesis initiators bearing 8-quinolinolate co-ligands.Beilstein journal of organic chemistry · 2016Article
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Authors and funding
4 authors at 3 institutions in 1 country.
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Abstract
Aziridines can undergo a range of ring-opening reactions with nucleophiles. The regio- and stereochemistry of the products depend on the substituents on the aziridine. Aziridine ring-opening reactions have rarely been used in radiosynthesis. Herein we report the ring opening of activated aziridine-2-carboxylates with [(18)F]fluoride. The aziridine was activated for nucleophilic attack by substitution of various groups on the aziridine nitrogen atom. Fluorine-18 radiolabelling was followed by ester hydrolysis and removal of the activation group. Totally regioselective ring opening and subsequent deprotection was achieved with tert-butyloxycarbonyl- and carboxybenzyl-activated aziridines to give α-[(18)F]fluoro-β-alanine in good radiochemical yield.
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