Author, as appears in the article.: Scharnagel, Dagmar; Escofet, Imma; Armengol-Relats, Helena; Elena de Orbe, M.; Nepomuk Korber, J.; Echavarren, Antonio M.;
Department: Química Analítica i Química Orgànica
URV's Author/s: ECHAVARREN PABLOS, ANTONIO
Keywords: Total synthesis Intermolecular 2+2 cycloaddition Gold catalysis Cyclopropanation Constituents Alkynes Alkenes Acetylene gold catalysis cyclopropanation acetylene
Abstract: The gold(I)-catalyzed reaction of acetylene gas with alkenes leads to (Z,Z)-1,4-disubstituted 1,3-butadienes and biscyclopropanes depending on the donor ligand on gold(I). Acetylene was generated in situ from calcium carbide and water in a user-friendly procedure. Reaction of acetylene with 1,5-dienes gives rise stereoselectively to tricyclo[5.1.0.0(2,4)]octanes. This novel double cyclopropanation has been applied to the one step total synthesis of the natural product waitziacuminone from acetylene and geranyl acetone.
Thematic Areas: Química Medicina ii Medicina i Materiais Interdisciplinar General medicine General chemistry Farmacia Engenharias ii Ciências biológicas iii Ciências biológicas ii Ciências biológicas i Chemistry, multidisciplinary Chemistry (miscellaneous) Chemistry (all) Chemistry Catalysis Astronomia / física
licence for use: https://creativecommons.org/licenses/by/3.0/es/
ISSN: 1433-7851
Author's mail: antoniomaria.echavarren@urv.cat
Author identifier: 0000-0002-6418-7930
Record's date: 2022-07-23
Journal volume: 59
Papper version: info:eu-repo/semantics/publishedVersion
Papper original source: Angewandte Chemie (International Ed. Print). 59 (12): 4888-4891
APA: Scharnagel, Dagmar; Escofet, Imma; Armengol-Relats, Helena; Elena de Orbe, M.; Nepomuk Korber, J.; Echavarren, Antonio M.; (2020). Acetylene as a Dicarbene Equivalent for Gold(I) Catalysis: Total Synthesis of Waitziacuminone in One Step. Angewandte Chemie (International Ed. Print), 59(12), 4888-4891. DOI: 10.1002/anie.201915895
Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
Entity: Universitat Rovira i Virgili
Journal publication year: 2020
Publication Type: Journal Publications
Repositori URV