ArticleChemistry (Weinheim an der Bergstrasse, Germany)2018
Reoptimization of the Organocatalyzed Double Aldol Domino Process to a Key Enal Intermediate and Its Application to the Total Synthesis of Δ
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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Who cites it
12 citing papers in PubMed, 38 citations in OpenAlex.
- Synthesis, Modeling, and Biological Properties of Fluoroprostacyclin Analogues: Potent Agonists for Prostanoid Receptors.Journal of medicinal chemistry · 2026Article
- Baeyer-Villiger oxidation: a promising tool for the synthesis of natural products: a review.RSC advances · 2024Review
- A concise and scalable chemoenzymatic synthesis of prostaglandins.Nature communications · 2024Article
- 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
- 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
- The Multifaceted Roles of Proline in Cell Behavior.Frontiers in cell and developmental biology · 2021Review
- Synthesis, Stability, and Biological Studies of Fluorinated Analogues of Thromboxane AACS central science · 2020Article
- Pot and time economies in the total synthesis of Corey lactone.Chemical science · 2019Article
- Reoptimization of the Organocatalyzed Double Aldol Domino Process to a Key Enal Intermediate and Its Application to the Total Synthesis of ΔChemistry (Weinheim an der Bergstrasse, Germany) · 2018Article
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Authors and funding
11 authors at 2 institutions in 3 countries.
Funding
Abstract
Re-investigation of the l-proline catalyzed double aldol cascade dimerization of succinaldehyde for the synthesis of a key bicyclic enal intermediate, pertinent in the field of stereoselective prostaglandin synthesis, is reported. The yield of this process has been more than doubled, from 14 % to a 29 % isolated yield on a multi-gram scale (32 % NMR yield), through conducting a detailed study of the reaction solvent, temperature, and concentration, as well as a catalyst screen. The synthetic utility of this enal intermediate has been further demonstrated through the total synthesis of Δ
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