ArticleJACS Au2022
One-Step Asymmetric Construction of 1,4-Stereocenters via Tandem Mannich-Isomerization Reactions Mediated by a Dual-Functional Betaine Catalyst.
Article in JACS Au, 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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Who cites it
4 citing papers in PubMed.
- Photochemical Cyclization of Tertiary Buta-2,3-dienamides to β-Lactams Upon Triplet Energy Transfer.Angewandte Chemie (International ed. in English) · 2026Article
- Palladium-catalyzed asymmetric migratory diarylation of unactivated directing-group-free internal alkenes.Nature communications · 2026Article
- Copper-catalyzed enantioselective synthesis of γ-butenolides via radical diversification of allenoic acid.Nature communications · 2025Article
- Tandem Suzuki Polymerization/Heck Cyclization Reaction to Form Ladder-Type 9,9'-Bifluorenylidene-Based Conjugated Polymer.Polymers · 2023Article
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Authors and funding
6 authors.
Funding
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Abstract
The construction of chiral motifs containing nonadjacent stereocenters stands out as a major challenge as they are usually constructed in separate steps utilizing different chiral catalysts. Therefore, the development of new strategies to streamline the construction of such complex motifs has become a major focus of asymmetric synthesis. We report here an unprecedented asymmetric tandem Mannich-isomerization reaction that allows the direct construction of 1,4-stereocenters in a highly stereoselective manner. This asymmetric transformation demonstrated the potential of a tandem nucleophilic addition-isomerization reaction as a broadly useful strategy for the efficient construction of 1,4-stereocenters. Notably, this tandem reaction was mediated by a single chiral betaine as a dual-functional catalyst, promoting first an enantioselective intermolecular C-C bond forming reaction and next a stereoselective intramolecular 1,3-proton transfer reaction.
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Registered trials
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