ArticleAngewandte Chemie (International ed. in English)2025
Size-Programmable Matteson-Type Annulation: Construction of Spirocycles from Simple Cyclic Ketones.
Article in Angewandte Chemie (International ed. in English), 2025. 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.
- Propellane-free access to bicyclo[1.1.1]pentanes.Nature communications · 2026Review
- Enantioconvergent Chan-Lam Coupling: Synthesis of Chiral Benzylic Amides via Cu-Catalyzed Deborylative Amidation.Journal of the American Chemical Society · 2025Article
- Atom-by-Atom Iterative Synthetic Logic: Laying the Foundation for Programmable Automated Construction of Small Organic Molecules.ACS central science · 2025Review
- Size-Programmable Matteson-Type Annulation: Construction of Spirocycles from Simple Cyclic Ketones.Angewandte Chemie (International ed. in English) · 2025Article
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Authors and funding
5 authors.
Funding
Abstract
Despite the recent advancement, Matteson-type reactions are almost exclusively used to construct linear molecules. Herein we report an iterative boron-homologation approach to construct various carbocycles from a single precursor. This method utilizes an electron-withdrawing group (EWG) as a handle to enable intramolecular Matteson-type couplings, leading to diastereoselective and enantioselective ring formation. An intriguing role of the Lewis acid additive is identified. This approach proves to be general for preparing carbocycles with different ring sizes and multiple stereocenters. The annulation processes are also scalable, and the products can undergo various transformations to provide synthetically valuable structural motifs. In addition, this method can be extended to the preparation of diverse hard-to-make spirocyclic compounds from simple cyclic ketones. Moreover, an iterative approach to synthesize double spirocycles is also demonstrated.
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