ArticleAngewandte Chemie (International ed. in English)2016
Enantioselective Allylic C-H Oxidation of Terminal Olefins to Isochromans by Palladium(II)/Chiral Sulfoxide Catalysis.
Article in Angewandte Chemie (International ed. in English), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 27 papers.
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Who cites it
27 citing papers in PubMed, 159 citations in OpenAlex.
- Catalytic Enantioselective Synthesis of 1,1-Disubstituted Isochromans.Journal of the American Chemical Society · 2026Article
- General Light-Induced Pd-Catalyzed Allylic C-H Alkylation of Internal Alkenes: Direct Access to Tertiary and Quaternary Carbon Centers.Journal of the American Chemical Society · 2025Article
- C(spJournal of the American Chemical Society · 2025Article
- Photoinduced Copper-Catalyzed Enantioselective Allylic C(Journal of the American Chemical Society · 2025Article
- An Organometallic Umpolung Approach for Iron-Mediated Propargylic C-H Etherification.Angewandte Chemie (International ed. in English) · 2024Article
- Palladium-catalyzed cross-coupling of alcohols with olefins by positional tuning of a counteranion.Science (New York, N.Y.) · 2024Article
- General Regio- and Diastereoselective Allylic C-H Oxygenation of Internal Alkenes.Journal of the American Chemical Society · 2024Article
- Article
- Synthesis of functionalised isochromans: epoxides as aldehyde surrogates in hexafluoroisopropanol.Chemical science · 2023Article
- Chalcogen bond-guided conformational isomerization enables catalytic dynamic kinetic resolution of sulfoxides.Nature communications · 2022Article
- Palladium-catalyzed regio- and enantioselective migratory allylic C(spNature communications · 2021Article
- Sulfur stereogenic centers in transition-metal-catalyzed asymmetric C-H functionalization: generation and utilization.Chemical science · 2021Review
- Enantioenriched α-Vinyl 1,4-Benzodiazepines and 1,4-Benzoxazepines via Enantioselective Rhodium-Catalyzed Hydrofunctionalizations of Alkynes and Allenes.The Journal of organic chemistry · 2021Article
- Further Developments and Applications of Oxazoline-Containing Ligands in Asymmetric Catalysis.Chemical reviews · 2021Article
- Recent Advances in Enantioselective Pd-Catalyzed Allylic Substitution: From Design to Applications.Chemical reviews · 2021Article
- C-H Activation: Toward Sustainability and Applications.ACS central science · 2021Review
- An integrated screening system for the selection of exemplary substrates for natural and engineered cytochrome P450s.Scientific reports · 2019Article
- Enantio- and Diastereoselective, Lewis Base Catalyzed, Cascade Sulfenoacetalization of Alkenyl Aldehydes.Angewandte Chemie (International ed. in English) · 2019Article
- Operando Spectroscopic and Kinetic Characterization of Aerobic Allylic C-H Acetoxylation Catalyzed by Pd(OAc)Journal of the American Chemical Society · 2019Article
- Synthesis of anti-1,3 Amino Alcohol Motifs via Pd(II)/SOX Catalysis with the Capacity for Stereodivergence.Journal of the American Chemical Society · 2019Article
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Authors and funding
3 authors at 1 institution in 1 country.
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Abstract
The enantioselective synthesis of isochroman motifs has been accomplished by palladium(II)-catalyzed allylic C-H oxidation from terminal olefin precursors. Critical to the success of this goal was the development and utilization of a novel chiral aryl sulfoxide-oxazoline (ArSOX) ligand. The allylic C-H oxidation reaction proceeds with the broadest scope and highest levels of asymmetric induction reported to date (avg. 92 % ee, 13 examples with greater than 90 % ee).
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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.