ArticleChemical science2019
Pot and time economies in the total synthesis of Corey lactone.
Article in Chemical science, 2019. 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.
- Organocatalytic Asymmetric Formal Aza-[3 + 2] Cycloaddition via Domino Michael/Acetalization: Stereoselective Access to 3,4-JACS Au · 2026Article
- The Diarylprolinol Silyl Ethers: After 20 Years Still Opening New Doors in Asymmetric Catalysis.Angewandte Chemie (International ed. in English) · 2026Review
- Article
- Organocatalyst-mediated asymmetric one-pot/two domino/three-component coupling reactions for the synthesis ofChemical science · 2024Article
- A concise and scalable chemoenzymatic synthesis of prostaglandins.Nature communications · 2024Article
- Organocatalyst-mediated, pot-economical total synthesis of latanoprost.Chemical science · 2023Article
- Organocatalyst-mediated five-pot synthesis of (-)-quinine.Nature communications · 2022Article
- Review
- A unified strategy to prostaglandins: chemoenzymatic total synthesis of cloprostenol, bimatoprost, PGFChemical science · 2021Article
- Concise, scalable and enantioselective total synthesis of prostaglandins.Nature chemistry · 2021Article
- Lactones in the Synthesis of Prostaglandins and Prostaglandin Analogs.International journal of molecular sciences · 2021Review
Corrections and comments
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Authors and funding
3 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The Corey lactone is a highly versatile intermediate for the synthesis of a variety of prostaglandin hormones that natively control a multitude of important physiological processes. Starting from commercially available compounds, we herein disclose a time-economical, one-pot enantioselective preparation of the Corey lactone by virtue of a new diphenylprolinol silyl ether-mediated domino Michael/Michael reaction to afford the substituted cyclopentanone core in a formal (3 + 2) cycloadditive fashion. More broadly, this work advances the on-demand, gram-scale synthesis of high-value targets involving chemically orthogonal transformations, whereby distinct reactions of acids, bases, organometalics, reductants and oxidants can be carried out in a single reaction vessel in a sequential fashion.
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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.