ArticleChemical science2018
Transient [3,3] Cope rearrangement of 3,3-dicyano-1,5-dienes: computational analysis and 2-step synthesis of arylcycloheptanes.
Article in Chemical science, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.
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Who cites it
9 citing papers in PubMed.
- Synthesis of 1,3-Bis-trifluoromethylated (Hetero)cyclohexane-2-carboxylates from Alkylidenemalononitriles.Organic letters · 2026Article
- Pd-catalyzed enantioselective access to hydrocarbazolones containing contiguous quaternary and tertiary stereocenters.Chemical science · 2025Article
- Chalcone Synthesis by Green Claisen-Schmidt Reaction in Cationic and Nonionic Micellar Media.The Journal of organic chemistry · 2025Article
- Vicinal stereocentersChemical science · 2023Article
- Diastereoselective Indole-Dearomative Cope Rearrangements by Compounding Minor Driving Forces.Organic letters · 2022Article
- Construction of vicinal 4°/3°-carbonsChemical science · 2022Article
- Function-Oriented and Modular (+/-)-cis-Pseudoguaianolide Synthesis: Discovery of New Nrf2 Activators and NF-κB Inhibitors.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Aromatic Cope rearrangements.Organic & biomolecular chemistry · 2021Review
- Overcoming Kinetic and Thermodynamic Challenges of Classic Cope Rearrangements.The Journal of organic chemistry · 2021Article
Corrections and comments
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Authors and funding
5 authors.
Funding
Abstract
A simple and modular route to arylcycloheptene scaffolds is reported. The two-step route from Knoevenagel adducts and allylic electrophiles is made possible through the design of a Cope rearrangement that utilizes a "traceless" activating group to promote an otherwise thermodynamically unfavorable transformation. Experimentally, the [3,3] rearrangement occurrs transiently at room temperature with a computed barrier of 19.5 kcal mol
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Registered trials
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