ArticleJournal of the American Chemical Society2021
General Light-Mediated, Highly Diastereoselective Piperidine Epimerization: From Most Accessible to Most Stable Stereoisomer.
Article in Journal of the American Chemical Society, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed.
- Deciphering competing reaction pathways in the α-C-H functionalization of unprotected alicyclic aminesOrganic chemistry frontiers : an international journal of organic chemistry · 2026Article
- Distance-Dependent, Rate-Accelerating and Diastereoselective Directing Effects in Decatungstate-Mediated Stereoediting Reactions.Journal of the American Chemical Society · 2026Article
- Overriding Stereochemical Outcomes in Cyclase Phase Total Synthesis: Enantioselective Synthesis of Habiterpenol and Dasyscyphin A.Journal of the American Chemical Society · 2026Article
- Photocatalytic Stereoselective Editing of Alkynes to 3D Molecules via Hydrogen Atom Transfer-Mediated Dynamic Epimerization.Nature communications · 2026Article
- Photocatalyzed Epimerization of Quaternary Stereocenters.Journal of the American Chemical Society · 2025Article
- Photo-induced carboxylation of C(spNature communications · 2024Article
- Switchable Enantio- and Diastereoselective Michael Additions of β-Keto Amides to Nitroolefins: Crystallization-Based Inversion of Kinetic Stereocontrol.Organic letters · 2024Article
- Site-selective α-C(spNature communications · 2024Article
- Synthetic techniques for thermodynamically disfavoured substituted six-membered rings.Nature reviews. Chemistry · 2024Review
- Visible-Light-Mediated, Diastereoselective Epimerization of Exocyclic Amines.Organic letters · 2023Article
- Isotopic Fractionation as a Mechanistic Probe in Light-Driven C-H Bond Exchange Reactions.Journal of the American Chemical Society · 2023Article
- Enantio- and Diastereoselective Mannich Reactions of ß-Dicarbonyls by Second Stage Diastereoconvergent Crystallization.ACS catalysis · 2023Article
- Visible Light-Mediated, Diastereoselective Epimerization of Morpholines and Piperazines to More Stable Isomers.ACS catalysis · 2022Article
- Collective total synthesis of C4-oxygenated securinine-type alkaloids via stereocontrolled diversifications on the piperidine core.Nature communications · 2022Article
- Visible Light-Mediated, Highly Diastereoselective Epimerization of Lactams from the Most Accessible to the More Stable Stereoisomer.ACS catalysis · 2022Article
- C-H Bond Functionalization of Amines: A Graphical Overview of Diverse Methods.SynOpen (2017) · 2021Article
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Authors and funding
9 authors.
Funding
Abstract
We report a combined photocatalytic and hydrogen atom transfer (HAT) approach for the light-mediated epimerization of readily accessible piperidines to provide the more stable diastereomer with high selectivity. The generality of the transformation was explored for a large variety of di- to tetrasubstituted piperidines with aryl, alkyl, and carboxylic acid derivatives at multiple different sites. Piperidines without substitution on nitrogen as well as
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