ArticleJournal of the American Chemical Society2015
Asymmetric Synthesis of β-Amino Amides by Catalytic Enantioconvergent 2-Aza-Cope Rearrangement.
Article in Journal of the American Chemical Society, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed, 51 citations in OpenAlex.
- Asymmetric organocatalytic synthesis of chiral homoallylic amines.Beilstein journal of organic chemistry · 2024Review
- EnantioconvergentOrganic letters · 2023Article
- Recent advances in metal-catalysed asymmetric sigmatropic rearrangements.Chemical science · 2022Review
- Stereodivergent Nucleophilic Additions to Racemic β-Oxo Acid Derivatives: Fast Addition Outcompetes Stereoconvergence in the Archetypal Configurationally Unstable Electrophile.Journal of the American Chemical Society · 2021Article
- Enantioselective, Catalytic Multicomponent Synthesis of Homoallylic Amines Enabled by Hydrogen-Bonding and Dispersive Interactions.Journal of the American Chemical Society · 2021Article
- Lewis acidic FeClRSC advances · 2019Article
- Synergistic catalysis for cascade allylation and 2-aza-cope rearrangement of azomethine ylides.Nature communications · 2019Article
- The inverted ketene synthon: a double umpolung approach to enantioselective βChemical science · 2019Article
- Synthesis of Complex Glycolates by Enantioconvergent Addition Reactions.Accounts of chemical research · 2017Article
- Imaging of formaldehyde in plants with a ratiometric fluorescent probe.Chemical science · 2017Article
Corrections and comments
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Authors and funding
2 authors at 1 institution in 1 country.
Funding
Abstract
Dynamic kinetic resolutions of α-stereogenic-β-formyl amides in asymmetric 2-aza-Cope rearrangements are described. Chiral phosphoric acids catalyze this rare example of a non-hydrogenative DKR of a β-oxo acid derivative. The [3,3]-rearrangement occurs with high diastereo- and enantiocontrol, forming β-imino amides that can be deprotected to the primary β-amino amide or reduced to the corresponding diamine.
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Registered trials
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