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RESEARCH PRODUCT
Tandem cross enyne metathesis (CEYM)–intramolecular Diels–Alder reaction (IMDAR). An easy entry to linear bicyclic scaffolds
Carlos Del PozoAlvaro SanzMaría Sánchez-rosellóSantos FusteroFernando RabasaJavier Mirósubject
Olefin fiberBicyclic moleculeTandemChemistryOrganic ChemistryConjugated systemEnyne metathesisCombinatorial chemistryFull Research Paperlcsh:QD241-441Chemistrylcsh:Organic chemistryCascade reactionDiels–Alder reactionIntramolecular forcebicyclic frameworkscross enyne metathesisOrganic chemistrylcsh:Qtandem reactionlcsh:ScienceDiels-Alder reactionDiels–Alder reactiondescription
A new tandem cross enyne metathesis (CEYM)–intramolecular Diels–Alder reaction (IMDAR) has been carried out. It involves conjugated ketones, esters or amides bearing a remote olefin and aromatic alkynes as the starting materials. The overall process enables the preparation of a small family of linear bicyclic scaffolds in a very simple manner with moderate to good levels of diastereoselectivity. This methodology constitutes one of the few examples that employ olefins differently than ethylene in tandem CEYM–IMDAR protocols.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2015-01-01 | Beilstein Journal of Organic Chemistry |