ArticleAngewandte Chemie (International ed. in English)2016
Rhodium-Catalyzed Enantioselective Silylation of Cyclopropyl C-H Bonds.
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 20 papers.
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Who cites it
20 citing papers in PubMed.
- Enantioselective and Regiodivergent Synthesis of Propargyl- and Allenylsilanes through Catalytic Propargylic C-H Deprotonation.Angewandte Chemie (International ed. in English) · 2024Article
- Enantioselective Rh(I)-Catalyzed C-H Arylation of Ferroceneformaldehydes.ACS central science · 2023Article
- Development of Chiral Ligands for the Transition-Metal-Catalyzed Enantioselective Silylation and Borylation of C-H Bonds.Angewandte Chemie (International ed. in English) · 2022Review
- Catalytic Net Oxidative C-C Activation and Silylation of Cyclopropanols with a Traceless Acetal Directing Group.ACS catalysis · 2022Article
- Transition-Metal-Catalyzed, Coordination-Assisted Functionalization of Nonactivated C(spChemical reviews · 2021Review
- Cobalt-Catalyzed Diastereoselective and Enantioselective Hydrosilylation of Achiral Cyclopropenes.Organic letters · 2020Article
- Copper-Catalyzed Enantio- and Diastereoselective Addition of Silicon Nucleophiles to 3,3-Disubstituted Cyclopropenes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2019Article
- PdAngewandte Chemie (International ed. in English) · 2019Article
- Cross-Coupling and Related Reactions: Connecting Past Success to the Development of New Reactions for the Future.Organometallics · 2019Article
- UmpolungACS catalysis · 2019Article
- Iridium-Catalyzed, β-Selective C(spJournal of the American Chemical Society · 2018Article
- A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.Chemical Society reviews · 2018Review
- Silylation reactions on nanoporous goldChemical science · 2018Article
- Pd(II)-Catalyzed Enantioselective C(spJournal of the American Chemical Society · 2018Article
- Enantioselective C(spScience (New York, N.Y.) · 2018Review
- Traceless Silylation of β-C(spJournal of the American Chemical Society · 2018Article
- Ir-Catalyzed Enantioselective, Intramolecular Silylation of Methyl C-H Bonds.Journal of the American Chemical Society · 2017Article
- Enantioselective Borylation of Aromatic C-H Bonds with Chiral Dinitrogen Ligands.Angewandte Chemie (International ed. in English) · 2017Article
- Mechanistic Studies on Rhodium-Catalyzed Enantioselective Silylation of Aryl C-H Bonds.Journal of the American Chemical Society · 2017Article
- Directed evolution of cytochrome c for carbon-silicon bond formation: Bringing silicon to life.Science (New York, N.Y.) · 2016Article
Corrections and comments
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Authors and funding
2 authors.
Funding
Abstract
Hydrosilyl ethers, generated in situ by the dehydrogenative silylation of cyclopropylmethanols with diethylsilane, undergo asymmetric, intramolecular silylation of cyclopropyl C-H bonds in high yields and with high enantiomeric excesses in the presence of a rhodium catalyst derived from a rhodium precursor and the bisphosphine (S)-DTBM-SEGPHOS. The resulting enantioenriched oxasilolanes are suitable substrates for the Tamao-Fleming oxidation to form cyclopropanols with conservation of the ee value from the C-H silylation. Preliminary mechanistic data suggest that C-H cleavage is likely to be the turnover-limiting and enantioselectivity-determining step.
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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.