ArticleSynthesis2020
Structure, Reactivity, and Synthetic Applications of Sodium Diisopropylamide.
Article in Synthesis, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 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.
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Who cites it
17 citing papers in PubMed.
- Selective isomerization of 2,3-disubstituted butanediacetal esters and thioesters using lithium and sodium enolates: effects of bases and additives on stereoselectivity.Frontiers in chemistry · 2026Article
- Assessing Sodium Amide Reagents for Ester Amidations in Deep Eutectic Solvents in Continuous Flow.ACS sustainable chemistry & engineering · 2025Article
- Iron-catalysed direct coupling of organosodium compounds.Nature synthesis · 2025Article
- Potassium Hexamethyldisilazide (KHMDS): Solvent-Dependent Solution Structures.Journal of the American Chemical Society · 2024Article
- Synthesis, characterisation, and catalytic application of a soluble molecular carrier of sodium hydride activated by a substituted 4-(dimethylamino)pyridine.Communications chemistry · 2024Article
- Recent Advancements in the Utilization ofMolecules (Basel, Switzerland) · 2024Review
- Carbon-Nitrogen Bond Formation Using Sodium Hexamethyldisilazide: Solvent-Dependent Reactivities and Mechanisms.Journal of the American Chemical Society · 2023Article
- Sodium Isopropyl(trimethylsilyl)amide: A Stable and Highly Soluble Lithium Diisopropylamide Mimic.The Journal of organic chemistry · 2022Article
- Continuous Flow Preparation of Benzylic Sodium Organometallics.Angewandte Chemie (International ed. in English) · 2022Article
- Enhancing Metalating Efficiency of the Sodium Amide NaTMP in Arene Borylation Applications.Angewandte Chemie (International ed. in English) · 2022Article
- Sigma/pi Bonding Preferences of Solvated Alkali-Metal Cations to Ditopic Arylmethyl Anions.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Review
- Ketone Enolization with Sodium Hexamethyldisilazide: Solvent- and Substrate-DependentJournal of the American Chemical Society · 2021Article
- Reactions of Sodium Diisopropylamide: Liquid-Phase and Solid-Liquid Phase-Transfer Catalysis byJournal of the American Chemical Society · 2021Article
- (2-Ethylhexyl)sodium: A Hexane-Soluble Reagent for Br/Na-Exchanges and Directed Metalations in Continuous Flow.Angewandte Chemie (International ed. in English) · 2021Article
- Preparation and reactions of polyfunctional magnesium and zinc organometallics in organic synthesis.Chemical science · 2021Review
- Aggregation and Solvation of Sodium Hexamethyldisilazide: Across the Solvent Spectrum.The Journal of organic chemistry · 2021Article
- Continuous Flow Sodiation of Substituted Acrylonitriles, Alkenyl Sulfides and Acrylates.Angewandte Chemie (International ed. in English) · 2021Article
Corrections and comments
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Authors and funding
6 authors.
Funding
Abstract
The 60-year history of sodium diisopropylamide (NaDA) is described herein. We review various preparations, solvent-dependent stabilities, and solution structures. Synthetic applications of NaDA reported to date are framed by a mechanism-driven approach, emphasizing selectivities when appropriate. We conclude with examples beyond metalation in which NaDA plays a central role and a few thoughts on where future applications could be focused.
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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.