28665-57-8Relevant academic research and scientific papers
Engaging Alkenyl Halides with Alkylsilicates via Photoredox Dual Catalysis
Patel, Niki R.,Kelly, Christopher B.,Jouffroy, Matthieu,Molander, Gary A.
supporting information, p. 764 - 767 (2016/03/01)
Single-electron transmetalation via photoredox/nickel dual catalysis provides the opportunity for the construction of Csp3-Csp2 bonds through the transfer of alkyl radicals under very mild reaction conditions. A general procedure for the cross-coupling of primary and secondary (bis-catecholato)alkylsilicates with alkenyl halides is presented. The developed method allows not only alkenyl bromides and iodides but also previously underexplored alkenyl chlorides to be employed. (Chemical Equation Presented).
Grignard allylic substitution reaction catalyzed by 1,2,3-triazol-5-ylidene magnesium complexes
Nomura, Ryosuke,Tsuchiya, Yuji,Ishikawa, Hiroyuki,Okamoto, Sentaro
, p. 1360 - 1363 (2013/05/08)
Allylic chlorides and phosphates reacted with alkyl-Grignard reagent in an SN2′-selective manner in the presence of a catalytic amount of 1,2,3-triazol-5-ylidenes to provide α-branched alkenes. Copyright
Grignard allylic substitution catalyzed by imidazol-2-ylidene- and imidazol-4-ylidene-magnesium complexes
Okamoto, Sentaro,Ishikawa, Hiroyuki,Shibata, Yoshimi,Suhara, Yu-Ichiro
supporting information; experimental part, p. 5704 - 5707 (2010/11/16)
In the presence of a catalytic amount of 1,2-disubstituted or 1,2,3-trisubstituted imidazolium salts, γ-substituted allyl chlorides reacted with alkyl Grignard reagents to undergo substitution reactions in an SN2′-selective fashion, where the magnesium ate complexes [(N-heterocyclic carbene-MgR3)-(MgX)+] of imidazol-2-ylidenes or imidazol-4-ylidenes, generated in situ, were postulated as the active species. It was observed that the reactions with imidazol-4-ylidene catalysts were faster than those with imidazol-2-ylidenes. Enantioselective catalysis using a chiral imidazolium salt was preliminarily investigated.
γ-Selective allylic substitution reaction with Grignard reagents catalyzed by copper N-heterocyclic carbene complexes and its application to enantioselective synthesis
Tominaga, Satoshi,Oi, Yukinao,Kato, Toshio,An, Duk Keun,Okamoto, Sentaro
, p. 5585 - 5588 (2007/10/03)
The reaction of allylic compounds with alkyl Grignard reagents in the presence of a catalytic amount of copper N-heterocyclic carbene (NHC) complexes proceeded predominantly in an SN2′ reaction pathway to give γ-substituted product in excellent
