ArticleScience (New York, N.Y.)2022
Doubly stereoconvergent crystallization enabled by asymmetric catalysis.
Article in Science (New York, N.Y.), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 20 papers.
What it found
Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.
The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.
Who cites it
20 citing papers in PubMed.
- Catalytic Enantioselective Intramolecular Aza-Michael Addition to α,β-Unsaturated Esters.Angewandte Chemie (International ed. in English) · 2026Article
- Data-Driven Predictions of Diastereoselectivity in Crystallization-Induced Diastereomer Transformations.Organic letters · 2026Article
- Catalytic Enantioselective Dearomatizing [2,3]-Wittig Rearrangements Allow Divergent [2,3]-, [1,2]-, and Sommelet-Hauser-Type Products.Journal of the American Chemical Society · 2026Article
- Asymmetric, Organocatalytic 1,4-Addition of Pyridinyl Acetates with Crystallization-Enabled Diastereoconvergency.Journal of the American Chemical Society · 2025Article
- Article
- An actuatable ionogel thermoelectric fiber with aligned mesogens-induced thermopower for four-dimensional dynamically adaptive heat harvesting.Nature communications · 2025Article
- Chiral substrate-induced chiral covalent organic framework membranes for enantioselective separation of macromolecular drug.Nature communications · 2025Article
- L-Cysteine-Catalysed Hydration of Activated Alkynes.Angewandte Chemie (International ed. in English) · 2025Article
- Switchable Enantio- and Diastereoselective Michael Additions of β-Keto Amides to Nitroolefins: Crystallization-Based Inversion of Kinetic Stereocontrol.Organic letters · 2024Article
- Synthetic Chameleon Turns into Oximes, Nitrones, and Hydroxylamines when Exposed to Blue Light.ACS omega · 2024Article
- Crystallization-Enabled Stereoconvergent Michael Additions of β-Keto Esters to Nitroolefins.Organic letters · 2023Article
- All-round catalytic and atroposelective strategy via dynamic kinetic resolution for N-/2-/3-arylindoles.Nature communications · 2023Article
- Enantioselective isothiourea-catalysed reversible Michael addition of aryl esters to 2-benzylidene malononitriles.Chemical science · 2023Article
- Development of organic reactions that productively leverage physical properties.Science advances · 2023Review
- Catalytic Enantioselective Intramolecular Oxa-Michael Reaction to α,β-Unsaturated Esters and Amides.Journal of the American Chemical Society · 2023Article
- Catalytic, Asymmetric Michael-Aldol Annulations via a Stereodivergent/Stereoconvergent Path Operating under Curtin-Hammett Control.Journal of the American Chemical Society · 2023Article
- Enantio- and Diastereoselective Mannich Reactions of ß-Dicarbonyls by Second Stage Diastereoconvergent Crystallization.ACS catalysis · 2023Article
- Bifunctional Iminophosphorane-Catalyzed Enantioselective Nitroalkane Addition to Unactivated α,β-Unsaturated Esters.Angewandte Chemie (International ed. in English) · 2023Article
- Conglomerate Crystallization in the Cambridge Structural Database (2020-2021).Crystal growth & design · 2023Article
- Crystallization-Enabled Henry Reactions: Stereoconvergent Construction of Fully Substituted [Journal of the American Chemical Society · 2022Article
Corrections and comments
PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.
Authors and funding
4 authors.
Funding
Abstract
Synthetic methods that enable simultaneous control over multiple stereogenic centers are desirable for the efficient preparation of pharmaceutical compounds. Herein, we report the discovery and development of a catalyst-mediated asymmetric Michael addition/crystallization-induced diastereomer transformation of broad scope. The sequence controls three stereogenic centers, two of which are stereochemically labile. The configurational instability of 1,3-dicarbonyls and nitroalkanes, typically considered a liability in stereoselective synthesis, is productively leveraged by merging enantioselective Brønsted base organocatalysis and thermodynamic stereocontrol using a single convergent crystallization. The synthesis of useful γ-nitro β-keto amides containing three contiguous stereogenic centers is thus achieved from Michael acceptors containing two prochiral centers.
Identifiers
What OpenQuestion holds
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.