ArticleJournal of the American Chemical Society2016
Tandem Olefin Metathesis/Oxidative Cyclization: Synthesis of Tetrahydrofuran Diols from Simple Olefins.
Article in Journal of the American Chemical Society, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed.
- Rh-catalyzed regio-switchable cross-coupling ofChemical science · 2022Article
- Dual Activity of Grubbs-Type Catalyst in the Transvinylation of Carboxylic Acids and Ring-Closing Metathesis Reactions.The Journal of organic chemistry · 2020Article
- Chagosensine: A Riddle Wrapped in a Mystery Inside an Enigma.Journal of the American Chemical Society · 2020Article
- Ligand Substitution of RuChemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
- Sequential Ruthenium Catalysis for Olefin Isomerization and Oxidation: Application to the Synthesis of Unusual Amino Acids.Journal of the American Chemical Society · 2017Article
- Truncated Latrunculins as Actin Inhibitors Targeting Plasmodium falciparum Motility and Host Cell Invasion.Journal of medicinal chemistry · 2016Article
Corrections and comments
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Authors and funding
3 authors.
Funding
Abstract
A tandem olefin metathesis/oxidative cyclization has been developed to synthesize 2,5-disubstituted tetrahydrofuran (THF) diols in a stereocontrolled fashion from simple olefin precursors. The ruthenium metathesis catalyst is converted into an oxidation catalyst in the second step and is thus responsible for both catalytic steps. The stereochemistry of the 1,5-diene intermediate can be controlled through the choice of catalyst and the type of metathesis conducted. This olefin stereochemistry then controls the THF diol stereochemistry through a highly stereospecific oxidative cyclization.
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Registered trials
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