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Stereoselective Access to Conjugated and Cross-Conjugated Dienoates by Rh- and Ru-Catalyzed Isomerizations of Vinylcyclopropanes

Contributeurs/tricesGarbo, Michele; Mazet, Clementorcid
Publié dansOrganic letters, vol. 24, no. 2, p. 752-756
Date de publication2022-01-03
Date de mise en ligne2022-01-03
Résumé

Two complementary catalytic protocols for the isomerization of stereoisomeric mixtures of vinylcyclopropanes are described. A commercially available cationic rhodium complex provides access to conjugated dienoates in high yield with excellent stereocontrol. The combination of a bisphosphine ligand and a ruthenium precatalyst affords cross-conjugated dienoates via a formal 1,3-ring opening. The products are obtained with moderate to high stereoselectivity. The ability of each type of dienoate to engage in [4 + 2] cycloaddition reactions has been demonstrated.

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Citation (format ISO)
GARBO, Michele, MAZET, Clement. Stereoselective Access to Conjugated and Cross-Conjugated Dienoates by Rh- and Ru-Catalyzed Isomerizations of Vinylcyclopropanes. In: Organic letters, 2022, vol. 24, n° 2, p. 752–756. doi: 10.1021/acs.orglett.1c04223
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ISSN du journal1523-7052
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Informations techniques

Création21.01.2022 10:33:00
Première validation21.01.2022 10:33:00
Heure de mise à jour16.03.2023 02:27:45
Changement de statut16.03.2023 02:27:44
Dernière indexation01.02.2024 07:17:58
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