1392505-46-2Relevant academic research and scientific papers
Benzylamine as Hydrogen Transfer Agent: Cobalt-Catalyzed Chemoselective C=C Bond Reduction of β-Trifluoromethylated α,β-Unsaturated Ketones via 1,5-Hydrogen Transfer
Li, Xuewei,Wu, Xiaoting,Tang, Liang,Xie, Fang,Zhang, Wanbin
, p. 3835 - 3839 (2019/11/11)
An efficient cobalt-catalyzed chemoselective reduction of β-CF3-α,β-unsaturated ketones using benzylamine as hydrogen transfer agent involving intramolecular 1,5-hydrogen transfer is reported. The reaction proceeded smoothly with a relatively w
Base-Catalyzed Stereospecific Isomerization of Electron-Deficient Allylic Alcohols and Ethers through Ion-Pairing
Martinez-Erro, Samuel,Sanz-Marco, Amparo,Bermejo Gómez, Antonio,Vázquez-Romero, Ana,Ahlquist, M?rten S. G.,Martín-Matute, Belén
supporting information, p. 13408 - 13414 (2016/10/22)
A mild base-catalyzed strategy for the isomerization of allylic alcohols and allylic ethers has been developed. Experimental and computational investigations indicate that transition metal catalysts are not required when basic additives are present. As in the case of using transition metals under basic conditions, the isomerization catalyzed solely by base also follows a stereospecific pathway. The reaction is initiated by a rate-limiting deprotonation. Formation of an intimate ion pair between an allylic anion and the conjugate acid of the base results in efficient transfer of chirality. Through this mechanism, stereochemical information contained in the allylic alcohols is transferred to the ketone products. The stereospecific isomerization is also applicable for the first time to allylic ethers, yielding synthetically valuable enantioenriched (up to 97% ee) enol ethers.
Ruthenium-catalyzed redox isomerization of trifluoromethylated allylic alcohols: Mechanistic evidence for an enantiospecific pathway
Bizet, Vincent,Pannecoucke, Xavier,Renaud, Jean-Luc,Cahard, Dominique
, p. 6467 - 6470 (2012/07/27)
Transfer news: A synthetic approach to chiral β-CF3- substituted saturated carbonyl compounds has been developed in which ruthenium complexes efficiently catalyze the redox isomerization of CF3-bearing allylic alcohols by an intramol
