ArticleChemical communications (Cambridge, England)2020
Synthesis of amino-diamondoid pharmacophores via photocatalytic C-H aminoalkylation.
Article in Chemical communications (Cambridge, England), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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Who cites it
12 citing papers in PubMed.
- Wavelength-Selective Reactivity of Iron(III) Halide Salts in Photocatalytic C-H Functionalization.The Journal of organic chemistry · 2025Article
- Selective C-H Activation of Molecular Nanodiamonds via Photoredox Catalysis.ACS catalysis · 2024Article
- Facile synthesis of 1,2-aminoalcoholsChemical science · 2023Article
- Synthesis of 1,2-Disubstituted Adamantane Derivatives by Construction of the Adamantane Framework.Molecules (Basel, Switzerland) · 2023Review
- Resurgence and advancement of photochemical hydrogen atom transfer processes in selective alkane functionalizations.Chemical science · 2023Review
- Water enables diastereodivergency in bispidine-based chiral amine-catalyzed asymmetric Mannich reaction of cyclicChemical science · 2022Article
- Synergistic Brønsted/Lewis acid catalyzed aromatic alkylation with unactivated tertiary alcohols or di-Chemical science · 2022Article
- Direct Photocatalyzed Hydrogen Atom Transfer (HAT) for Aliphatic C-H Bonds Elaboration.Chemical reviews · 2022Review
- Photoredox-Catalyzed C-H Functionalization Reactions.Chemical reviews · 2022Review
- Direct radical functionalization methods to access substituted adamantanes and diamondoids.Organic & biomolecular chemistry · 2021Review
- Diastereocontrol in Radical Addition to β-Benzyloxy Hydrazones: Revised Approach to Tubuvaline and Synthesis ofThe Journal of organic chemistry · 2021Article
- α-Chiral Amines via Thermally Promoted Deaminative Addition of Alkylpyridinium Salts to Sulfinimines.Organic letters · 2021Article
Corrections and comments
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Authors and funding
4 authors.
Funding
Abstract
We report a direct C-H aminoalkylation reaction using two light-activated H-atom transfer catalyst systems that enable the introduction of protected amines to native adamantane scaffolds with C-C bond formation. The scope of adamantane and imine reaction partners is broad and deprotection provides versatile amine and amino acid building blocks. Using readily available chiral imines, the enantioselective synthesis of the saxagliptin core and rimantadine derivatives is also described.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.