ArticleChemical science2025
Highly stereoselective synthesis of polysubstituted housanes and spiro-oxa-housanes: application and mechanistic insights.
Article in Chemical science, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed.
- A Scalable Stereoselective Synthesis of Polysubstituted Housanes.Organic letters · 2026Article
- Stereocontrolled Synthesis of Polysubstituted Housanes viaJournal of the American Chemical Society · 2026Article
- Cyclopropenes in Photochemical Reactions.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Review
- 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
- Stereoselective Synthesis of Highly Functionalized Bicyclo[2.1.0]pentanes by Sequential [2 + 1] and [2 + 2] Cycloadditions.Organic letters · 2025Article
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Authors and funding
4 authors.
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Abstract
Ring-strain-enabled transformations have made significant progress, pushed the boundaries of unexplored chemical space, and emerged as a powerful tool for constructing complex molecules selectively and efficiently. Among the strained ring systems, [1.1.1]propellane, bicyclobutane (BCB), and azabicyclobutane (ABB) have garnered substantial attention and found numerous synthetic applications. In contrast, the chemistry of bicyclo[2.1.0]pentane, commonly known as housane, is scantly explored due to the lack of modular synthetic approaches. Herein, we describe a highly stereoselective, catalytic strategy for synthesizing polysubstituted housanes with up to three contiguous all-carbon-quaternary centers. The reaction is very efficient, works under mild conditions, requires visible light and organic dye as a photocatalyst, and exhibits a broad substrate scope. Furthermore, we have also developed a highly diastereoselective Paterno-Buchi reaction for synthesizing spiro-oxa-housanes, which are novel molecular entities in the literature. The post-synthetic diversification of the products
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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.