HFIP promoted carbo-lactonisation as a new route to functionalised lactones.
Autor: | Aynetdinova D; Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, UK. timothy.donohoe@chem.ox.ac.uk., Jaschinski M; Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, UK. timothy.donohoe@chem.ox.ac.uk., Jenkins TC; Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, UK. timothy.donohoe@chem.ox.ac.uk.; Chemical Crystallography, Chemistry Research Laboratory, Oxford, UK., Donohoe TJ; Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, UK. timothy.donohoe@chem.ox.ac.uk. |
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Jazyk: | angličtina |
Zdroj: | Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2024 Sep 10; Vol. 60 (73), pp. 9997-10000. Date of Electronic Publication: 2024 Sep 10. |
DOI: | 10.1039/d4cc02472a |
Abstrakt: | We have been able to induce a series of lactonisation reactions of unsaturated acids using a carbocationic intermediate formed in situ . The transformation generates five and six membered lactone rings AND forms a new exocyclic C-C bond at the same time, thus removing the need for further derivatisation of typical lactonisation products (such as from iodo lactonisation). The reaction is operationally straightforward, does not employ any metals and utilises readily accessible alcohol and unsaturated acid substrates. |
Databáze: | MEDLINE |
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