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Updated: May 17, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Nickel-catalyzed stereo-controlled 2,3-hydrosilylation of 1,1-disubstituted allenes
Jin A Kim1, Seoyeon Kim1, Shrikant D Tambe1
1Department of Chemistry, Chung-Ang University 84 Heukseok-ro, Dongjak-gu Seoul 06974 Republic of Korea ejcho@cau.ac.kr.
Abstract:
Directing regioselectivity and stereoselectivity in allene reactions has long been a significant challenge due to the multiple reactive pathways available. In this study, we report the development of a Ni-catalyzed regio- and stereoselective 2,3-hydrosilylation of 1,1-disubstituted allenes. Stereoselectivity was precisely controlled through the strategic modulation of ligand-induced steric effects and non-covalent interactions. Phenyl dibenzophosphole as the ligand enabled the selective formation of (Z)-allylsilanes, while tricyclohexylphosphine favored the production of (E)-allylsilanes. This work highlights the critical role of ligand-induced steric and non-covalent interactions in dictating regio- and stereoselectivity, offering new insights into Ni(ii) catalysis for stereoselective hydrosilylation.
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