136559-09-6Relevant articles and documents
Photoredox/Nickel-Catalyzed Single-Electron Tsuji–Trost Reaction: Development and Mechanistic Insights
Matsui, Jennifer K.,Gutiérrez-Bonet, álvaro,Rotella, Madeline,Alam, Rauful,Gutierrez, Osvaldo,Molander, Gary A.
supporting information, p. 15847 - 15851 (2018/11/23)
A regioselective, nickel-catalyzed photoredox allylation of secondary, benzyl, and α-alkoxy radical precursors is disclosed. Through this manifold, a variety of linear allylic alcohols and allylated monosaccharides are accessible in high yields under mild reaction conditions. Quantum mechanical calculations [DFT and DLPNO-CCSD(T)] support the mechanistic hypothesis of a Ni0 to NiII oxidative addition pathway followed by radical addition and inner-sphere allylation.
Rearrangement of allylic and propargylic alcohols catalyzed by the combined use of tetrabutylammonium perrhenate(VII) and p-toluenesulfonic acid
Narasaka,Kusama,Hayashi
, p. 2059 - 2068 (2007/10/02)
Allylic rearrangement and/or dehydration reaction of allylic alcohols proceeds smoothly by the use of catalytic amounts of tetrabutylammonium perrhenate and p-toluenesulfonic acid hydrate. Treatment of propargylic alcohols with the catalysts at room temperature affords the rearranged products, α,β-unsaturated carbonyl compounds, while β,γ-unsaturated ketones are obtained as main products by the reaction in refluxing 1,2-dichloroethane. The application of this catalytic system is also described for the preparation of some synthetic intermediates.
