128796-45-2Relevant articles and documents
Rhodium-Catalyzed Asymmetric Arylation/Defluorination of 1-(Trifluoromethyl)alkenes Forming Enantioenriched 1,1-Difluoroalkenes
Huang, Yinhua,Hayashi, Tamio
, p. 12340 - 12343 (2016)
The reaction of 1-(trifluoromethyl)alkenes (CF3CH=CHR) with arylboroxines (ArBO)3 in the presence of a chiral diene-rhodium catalyst gave high yields of chiral 1,1-difluoroalkenes (CF2=CHC?HArR) with high enantioselectivity (≥95% ee). The reaction is assumed to proceed through β-fluoride elimination of a β,β,β-trifluoroalkylrhodium intermediate that is generated by arylrhodation of the 1-(trifluoromethyl)alkene.
Copper-Catalyzed Asymmetric Arylation of N-Heteroaryl Aldimines: Elementary Step of a 1,4-Insertion
Wu, Chunlin,Qin, Xurong,Moeljadi, Adhitya Mangala Putra,Hirao, Hajime,Zhou, Jianrong Steve
supporting information, p. 2705 - 2709 (2019/02/06)
Copper complexes of monodentate phosphoramidites efficiently promote asymmetric arylation of N-azaaryl aldimines with arylboroxines. DFT calculations and experiments support an elementary step of 1,4-insertion in the reaction pathway, a step in which an aryl-copper species adds directly across four atoms of C=N?C=N in the N-azaaryl aldimines.
Unveiling the role of boroxines in metal-free carbon-carbon homologations using diazo compounds and boronic acids
Bomio, Claudio,Kabeshov, Mikhail A.,Lit, Arthur R.,Lau, Shing-Hing,Ehlert, Janna,Battilocchio, Claudio,Ley, Steven V.
, p. 6071 - 6075 (2017/08/29)
By means of computational and experimental mechanistic studies the fundamental role of boroxines in the reaction between diazo compounds and boronic acids was elucidated. Consequently, a selective metal-free carbon-carbon homologation of aryl and vinyl boroxines using TMSCHN2, giving access to TMS-pinacol boronic ester products, was developed.