ArticleAngewandte Chemie (International ed. in English)2020
Strong and Confined Acids Control Five Stereogenic Centers in Catalytic Asymmetric Diels-Alder Reactions of Cyclohexadienones with Cyclopentadiene.
Article in Angewandte Chemie (International ed. in English), 2020. 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, 60 citations in OpenAlex.
- Catalytic Enantioselective Diels-Alder Reaction of Dienes with Acyclic and α,β- and β,β-Disubstituted Enones.Journal of the American Chemical Society · 2025Article
- Pericyclic Umpolung in a Catalytic Asymmetric Diels-Alder Reaction of Tropone with Enol Ethers.Journal of the American Chemical Society · 2025Article
- Recent Advances in the Enantioselective Organocatalytic [4+2] Cycloadditions.Molecules (Basel, Switzerland) · 2025Review
- Article
- Dimerization of confined Brønsted acids in enantioselective organocatalytic reactions.Chemical science · 2023Article
- An induced-fit model for asymmetric organocatalytic reactions: a case study of the activation of olefinsChemical science · 2022Article
- Catalytic Asymmetric Spirocyclizing Diels-Alder Reactions of Enones: Stereoselective Total and Formal Syntheses of α-Chamigrene, β-Chamigrene, Laurencenone C, Colletoic Acid, and Omphalic Acid.Journal of the American Chemical Society · 2022Article
- Green Chemistry Meets Asymmetric Organocatalysis: A Critical Overview on Catalysts Synthesis.ChemSusChem · 2021Review
- Strong and Confined Acids Control Five Stereogenic Centers in Catalytic Asymmetric Diels-Alder Reactions of Cyclohexadienones with Cyclopentadiene.Angewandte Chemie (International ed. in English) · 2020Article
Corrections and comments
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Authors and funding
8 authors at 1 institution in 1 country.
Funding
Abstract
We describe a highly enantioselective Diels-Alder reaction of cross-conjugated cyclohexadienones with cyclopentadiene, in which five stereocenters are effectively controlled by a strongly acidic and confined imidodiphosphorimidate catalyst. Our approach provides tricyclic products in excellent stereoselectivity. We also report methods to convert the obtained products into useful intermediates and a computational study that aids in gaining deeper insight into the reaction mechanism and origin of stereoselectivity.
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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.