ReviewThe Journal of organic chemistry2019
Inverse Electron Demand Diels-Alder Reactions of Heterocyclic Azadienes, 1-Aza-1,3-Butadienes, Cyclopropenone Ketals, and Related Systems. A Retrospective.
Review in The Journal of organic chemistry, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 38 papers.
What it found
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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.
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Who cites it
38 citing papers in PubMed, 121 citations in OpenAlex.
- COJournal of the American Chemical Society · 2025Article
- Chemical Tagging ofJournal of the American Chemical Society · 2025Article
- Supernatural Products.The Chemist · 2025Article
- Reactivity and Stereoselectivity in the Inverse-Electron-Demand Diels-Alder Reaction of 1-Aza-1,3-Butadiene.Molecules (Basel, Switzerland) · 2025Article
- Total Synthesis of (+)-Paucidactine D.The Journal of organic chemistry · 2025Article
- A Tetrazine-Based Synthesis for Accessing Underutilized Aza-Indole Analogues.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Polysubstituted Pyridines from 1,4-Oxazinone Precursors.The Journal of organic chemistry · 2024Article
- Formal [4 + 2] combined ionic and radical approach of vinylogous enaminonitriles to access highly substituted sulfonyl pyridazines.Communications chemistry · 2024Article
- Photochemically-enabled, post-translational production of C-terminal amides.Nature communications · 2024Article
- Tetrazine-based linkers as intrinsically tagged alternatives for click functionalization of metal-organic frameworks.Chemical communications (Cambridge, England) · 2024Review
- Crystal engineering of high explosives through lone pair-π interactions: Insights for improving thermal safety.iScience · 2023Article
- Chemical Tagging of Bioactive Amides by Cooperative Catalysis: Applications in the Syntheses of Drug Conjugates.Journal of the American Chemical Society · 2023Article
- Site Reversal in Nucleophilic Addition to 1,2,3-Triazine 1-Oxides.Journal of the American Chemical Society · 2023Article
- Solid-Phase Synthesis ofOrganic letters · 2023Article
- Thermodynamics Evaluation of Selective Hydride Reduction for α,β-Unsaturated Carbonyl Compounds.Molecules (Basel, Switzerland) · 2023Article
- 1,2,3,5-Tetrazines: A General Synthesis, Cycloaddition Scope, and Fundamental Reactivity Patterns.The Journal of organic chemistry · 2022Article
- Acyclic and Heterocyclic Azadiene Diels-Alder Reactions Promoted by Perfluoroalcohol Solvent Hydrogen Bonding: Comprehensive Examination of Scope.The Journal of organic chemistry · 2022Article
- Diastereo- and Enantioselective Inverse-Electron-Demand Diels-Alder Cycloaddition between 2-Pyrones and Acyclic Enol Ethers.Angewandte Chemie (International ed. in English) · 2022Article
- Tetrazine Linkers as Plug-and-Play Tags for General Metal-Organic Framework Functionalization and CAngewandte Chemie (International ed. in English) · 2022Article
- Diaza-1,3-butadienes as Useful Intermediate in Heterocycles Synthesis.Molecules (Basel, Switzerland) · 2022Review
Corrections and comments
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Authors and funding
3 authors at 1 institution in 1 country.
Funding
Abstract
A summary of the investigation and applications of the inverse electron demand Diels-Alder reaction is provided that have been conducted in our laboratory over a period that now spans more than 35 years. The work, which continues to provide solutions to complex synthetic challenges, is presented in the context of more than 70 natural product total syntheses in which the reactions served as a key strategic step in the approach. The studies include the development and use of the cycloaddition reactions of heterocyclic azadienes (1,2,4,5-tetrazines; 1,2,4-, 1,3,5-, and 1,2,3-triazines; 1,2-diazines; and 1,3,4-oxadiazoles), 1-aza-1,3-butadienes, α-pyrones, and cyclopropenone ketals. Their applications illustrate the power of the methodology, often provided concise and nonobvious total syntheses of the targeted natural products, typically were extended to the synthesis of analogues that contain deep-seated structural changes in more comprehensive studies to explore or optimize their biological properties, and highlight a wealth of opportunities not yet tapped.
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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.