ArticleNature chemistry2021
Concise, scalable and enantioselective total synthesis of prostaglandins.
Article in Nature chemistry, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed.
- Nickel-Catalyzed Cross-Electrophile Coupling of Alkynyl Halides With Allylic Acetates.Angewandte Chemie (International ed. in English) · 2026Article
- Gut Microbiota Mediate the Metabolism of Colonic Prostaglandins.Research square · 2026Article
- Improved de novo production of prostaglandin FCommunications biology · 2026Article
- Boron-Enabled Stereoselective Synthesis of Polysubstituted Housanes.Journal of the American Chemical Society · 2025Article
- Formal Synthesis of Fostriecin via Asymmetric Alcohol-Mediated Carbonyl Allylation.Organic letters · 2025Article
- Article
- Developing Novel Beta-Secretase Inhibitors in a Computer Model as a Possible Treatment for Alzheimer's Disease.Advances in pharmacological and pharmaceutical sciences · 2025Article
- Asymmetric total synthesis of tricyclic prostaglandin D2 metabolite methyl ester via oxidative radical cyclization.Beilstein journal of organic chemistry · 2025Article
- Diastereoselective Hydrogenation of Tetrasubstituted Olefins using a Heterogeneous Pt-Ni Alloy Catalyst.Angewandte Chemie (International ed. in English) · 2024Article
- A concise and scalable chemoenzymatic synthesis of prostaglandins.Nature communications · 2024Article
- Structures of human prostaglandin FNature communications · 2023Article
- Organocatalyst-mediated, pot-economical total synthesis of latanoprost.Chemical science · 2023Article
- De Novo Synthesis of Dihydrobenzofurans and Indolines and Its Application to a Modular, Asymmetric Synthesis of Beraprost.Journal of the American Chemical Society · 2023Article
- Iridium-catalyzed enantioselective alkynylation and kinetic resolution of alkyl allylic alcohols.Chemical science · 2022Article
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Authors and funding
7 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Prostaglandins are among the most important natural isolates owing to their broad range of bioactivities and unique structures. However, current methods for the synthesis of prostaglandins suffer from low yields and lengthy steps. Here, we report a practicability-oriented synthetic strategy for the enantioselective and divergent synthesis of prostaglandins. In this approach, the multiply substituted five-membered rings in prostaglandins were constructed via the key enyne cycloisomerization with excellent selectivity (>20:1 d.r., 98% e.e.). The crucial chiral centre on the scaffold of the prostaglandins was installed using the asymmetric hydrogenation method (up to 98% yield and 98% e.e.). From our versatile common intermediates, a series of prostaglandins and related drugs could be produced in two steps, and fluprostenol could be prepared on a 20-gram scale.
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Registered trials
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