ArticleNature chemistry2022
Inverse hydride shuttle catalysis enables the stereoselective one-step synthesis of complex frameworks.
Article in Nature chemistry, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.
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Who cites it
11 citing papers in PubMed.
- Skeletal Reorganization of Cycloalkylamines Into Angular Azatetracyclic Scaffolds.Angewandte Chemie (International ed. in English) · 2026Article
- Catalytic photoinduced deoxygenation via B(CNature communications · 2025Article
- Modular alkyl growth in amines via the selective insertion of alkynes into C-C bonds.Nature chemistry · 2025Article
- Adaptive dynamic kinetic resolution enables alteration of chiral induction with ring sizes.Nature chemistry · 2025Article
- Review
- C(spRSC advances · 2024Article
- A multicomponent reaction for modular assembly of indole-fused heterocycles.Chemical science · 2024Article
- Accessing Highly Substituted Indoles via B(CThe Journal of organic chemistry · 2024Article
- Alicyclic-Amine-Derived Imine-BFAngewandte Chemie (International ed. in English) · 2024Article
- Modular assembly of indole alkaloids enabled by multicomponent reaction.Nature communications · 2023Article
- Recent Advances in Asymmetric Catalysis Associated with B(CMolecules (Basel, Switzerland) · 2023Review
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Authors and funding
4 authors.
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Abstract
The rapid assembly of complex scaffolds in a single step from simple precursors identifies as an ideal reaction in terms of efficiency and sustainability. Indeed, the direct single-step synthesis of complex alkaloid frameworks remains an unresolved problem at the heart of organic chemistry in spite of the tremendous progress of the discipline. Herein, we present a broad strategy in which dynamically assembled ternary complexes are converted into valuable azabicyclic scaffolds based on the concept of inverse hydride shuttle catalysis. The ternary complexes are readily constructed in situ from three simple precursors and enable a highly modular installation of various substitution patterns. Upon subjection to a unique dual-catalytic system, the transient intermediates undergo an unusual hydride shuttle process that is initiated by a hydride donation event. Furthermore, we show that, in combination with asymmetric organocatalysis, the product alkaloid frameworks are obtained in excellent optical purity.
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