ArticleChemical science2019
Multigram-scale flow synthesis of the chiral key intermediate of (-)-paroxetine enabled by solvent-free heterogeneous organocatalysis.
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 16 papers.
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Who cites it
16 citing papers in PubMed.
- Flow Chemistry as an Enabling Technology for Process-Intensified Amination Reactions: A Decadal Review.Molecules (Basel, Switzerland) · 2026Review
- Article
- A robust heterogeneous chiral phosphoric acid enables multi decagram scale production of optically activeGreen chemistry : an international journal and green chemistry resource : GC · 2024Article
- Factors influencing the performance of organocatalysts immobilised on solid supports: A review.Beilstein journal of organic chemistry · 2024Review
- A Telescoped Continuous Flow Enantioselective Process for Accessing Intermediates of 1-Aryl-1,3-diols as Chiral Building Blocks.The Journal of organic chemistry · 2023Article
- Enantioselective Organophotocatalytic Telescoped Synthesis of a Chiral Privileged Active Pharmaceutical Ingredient.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Understanding flow chemistry for the production of active pharmaceutical ingredients.iScience · 2022Review
- Enantioselective Flow Synthesis of Rolipram Enabled by a Telescoped Asymmetric Conjugate Addition-Oxidative Aldehyde Esterification Sequence UsingOrganic letters · 2022Article
- Continuous flow asymmetric synthesis of chiral active pharmaceutical ingredients and their advanced intermediates.Green chemistry : an international journal and green chemistry resource : GC · 2021Review
- Bismuth Subnitrate-Catalyzed Markovnikov-Type Alkyne Hydrations under Batch and Continuous Flow Conditions.Molecules (Basel, Switzerland) · 2021Article
- C-N Bond Formation by Consecutive Continuous-Flow Reductions towards A Medicinally Relevant Piperazine Derivative.Molecules (Basel, Switzerland) · 2021Article
- Regioselective difunctionalization of pyridinesChemical science · 2021Article
- A comprehensive review of flow chemistry techniques tailored to the flavours and fragrances industries.Beilstein journal of organic chemistry · 2021Review
- Telescoped Continuous Flow Synthesis of Optically Active γ-Nitrobutyric Acids as Key Intermediates of Baclofen, Phenibut, and Fluorophenibut.Organic letters · 2020Article
- A Visible-Light-Powered Polymerization Method for the Immobilization of Enantioselective Organocatalysts into Microreactors.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
- Continuous-Flow Amide and Ester Reductions Using Neat Borane Dimethylsulfide Complex.ChemSusChem · 2020Article
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Authors and funding
3 authors.
Funding
Abstract
The catalytic enantioselective synthesis of the chiral key intermediate of the antidepressant (-)-paroxetine is demonstrated as a continuous flow process on multi-gram scale. The critical step is a solvent-free organocatalytic conjugate addition followed by a telescoped reductive amination-lactamization-amide/ester reduction sequence. Due to the efficient heterogeneous catalysts and the solvent-free or highly concentrated conditions applied, the flow method offers key advances in terms of productivity and sustainability compared to earlier batch approaches.
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Registered trials
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