ArticleJournal of the American Chemical Society2025
Facile Synthesis of Housanes by an Unexpected Strategy.
Article in Journal of the American Chemical Society, 2025. 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.
- Borylcyclopropanes: Synthetic Strategies and Applications.Angewandte Chemie (International ed. in English) · 2026Review
- A Scalable Stereoselective Synthesis of Polysubstituted Housanes.Organic letters · 2026Article
- Stereocontrolled Synthesis of Polysubstituted Housanes viaJournal of the American Chemical Society · 2026Article
- (Poly)Borylated Species as Modern Reactive Groups toward Unusual Synthetic Applications.Angewandte Chemie (International ed. in English) · 2026Review
- Propellane-free access to bicyclo[1.1.1]pentanes.Nature communications · 2026Review
- Consistent supra-molecular motifs and different local symmetries in the structures of 2-amino-5-(4-fluoro-phen-yl)-1,3-thia-zole-4-carbaldehyde and 2-amino-5-(4-chloro-phen-yl)-1,3-thia-zole-4-carbaldehyde.Acta crystallographica. Section E, Crystallographic communications · 2026Article
- Boron-Enabled Stereoselective Synthesis of Polysubstituted Housanes.Journal of the American Chemical Society · 2025Article
- Synthesis of Bicyclo[2.1.0]pentanes and Vinylcyclopropanes Using Palladium Carbenes: Ligand-Controlled Carbene Reactivity.Journal of the American Chemical Society · 2025Article
- Catalytic Oxidative Ligand Transfer of Rh-Carbynoids and Alkyl Iodides.Journal of the American Chemical Society · 2025Article
- Synthesis of Borylated Orphaned Cyclopropanes through a Boron-Enabled Cycloisomerization Reaction.Journal of the American Chemical Society · 2025Article
- Highly stereoselective synthesis of polysubstituted housanes and spiro-oxa-housanes: application and mechanistic insights.Chemical science · 2025Article
Corrections and comments
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Authors and funding
8 authors.
Funding
Abstract
Rigid bicyclic hydrocarbons have emerged as important building blocks in the drug discovery industry. Despite progress in this general area, bicyclo[2.1.0]pentanes (housanes) are an understudied class of molecules. Herein we report an unconventional synthesis of borylated housanes. Our method features a broad scope and high diastereoselectivities in the synthesis of versatile intermediates. The route involves a strain-release diboration of bicyclo[1.1.0]butane and intramolecular deborylative alkylation. The versatility of the bridgehead boronic ester was demonstrated in several functionalizations. Lastly, the mechanism of the reaction was investigated, and an unusual stereospecific and diastereoselective ring expansion was uncovered.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.