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Updated: Jan 12, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Nickel-Catalyzed 3,2-Hydroallylation of 1,1-Disubstituted Allenes with Vinyl Cyclopropanes: Access to Functionalized
Ujjwal Karmakar1, Haeryeong Jeong1, Eun Jin Cho1
1Department of Chemistry, Chung-Ang University, 84 Heukseok-ro, Dongjak-gu, Seoul 06974, Republic of Korea.
Abstract:
A Ni(II)-catalyzed regioselective 3,2-hydroallylation of 1,1-disubstituted allenes has been developed using vinyl cyclopropanes as allyl precursors, providing efficient access to highly functionalized 1,4-dienes. The presence of a carbonyl functionality in the cyclopropane substrate enables a modified 1,6-type nucleophilic addition pathway via ring opening. A tailored N∧N-type ligand was found to be essential for promoting the transformation under NiH catalysis.
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