129215-15-2Relevant articles and documents
Bismuth mediated barbier synthesis of α-homoallylic alcohols via a sigmatropic rearrangement in [bmim][HSO4]
Chatterjee, Sucheta,Dey, Papiya,Kanojia, Seema V.,Chattopadhyay, Subrata,Goswami, Dibakar
supporting information, p. 765 - 775 (2020/12/13)
A novel protocol for the Bismuth metal mediated regioselctive crotylation of aldehydes yielding α-homoallylic alcohols has been developed using 20mol% [bmim][HSO4] as a metal activator, as well as a mediator for regioconversion from the initially formed γ-regiomer. The present protocol minimizes the use of conventional solvents and proceeds with good yields and excellent regioselectivities.
Direct, catalytic monofluorination of sp3 c-h bonds: A radical-based mechanism with ionic selectivity
Pitts, Cody Ross,Bloom, Steven,Woltornist, Ryan,Auvenshine, Dillon Jay,Ryzhkov, Lev R.,Siegler, Maxime A.,Lectka, Thomas
, p. 9780 - 9791 (2014/07/22)
Recently, our group unveiled a system in which an unusual interplay between copper(I) and Selectfluor effects mild, catalytic sp3 C-H fluorination. Herein, we report a detailed reaction mechanism based on exhaustive EPR, 19F NMR, UV-vis, electrochemical, kinetic, synthetic, and computational studies that, to our surprise, was revealed to be a radical chain mechanism in which copper acts as an initiator. Furthermore, we offer an explanation for the notable but curious preference for monofluorination by ascribing an ionic character to the transition state.
Allylation of carbonyl compounds mediated by Aluminum/Fluoride salts in water
Yuan, Shizhen,Liu, Jin,Xu, Ling,Zhu, Shaofeng
experimental part, p. 578 - 582 (2010/10/04)
A novel mediator (Al/KF) has been developed and employed in the Barbier-type alkylations of various aldehydes and ketones with alkyl halide in water. The carbonyl compounds could be effectively converted into corresponding homoallylic alcohol in good yiel