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Updated: Sep 18, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Rh-catalysed single-carbon insertion to 1,3-dienes
Pau Sarró1,2, Norman Díaz1,2, Josep Esteve Guasch1,2
1Institute of Chemical Research of Catalonia (ICIQ-CERCA), The Barcelona Institute of Science and Technology Av. Països Catalans 16 43007 Tarragona Spain mgsuero@iciq.es.
Abstract:
Herein, we report the first catalytic single-carbon insertion to 1,3-dienes with Rh(ii)-carbynoids. The skeletal editing process is based on the catalytic generation of a Rh-carbynoid that promotes the insertion of a cationic monovalent carbon unit (:+C-R) into the C(sp 2 )-C(sp 2 ) bond of the 1,3-diene, leading to a pentadienyl cation. Regioselective attack on the latter species leads to the formation of multi-substituted 1,3-dienes or 1,4-dienes with a broad range of carbon and heteroatomic nucleophiles.
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