7302-04-7Relevant academic research and scientific papers
Nickel-catalyzed allylic substitution of simple alkenes
Matsubara, Ryosuke,Jamison, Timothy F.
, p. 1860 - 1875 (2012/02/02)
This report describes a nickel-catalyzed allylic substitution process of simple alkenes whereby an important structural motif, a 1,4-diene, was prepared. The key to success is the use of an appropriate nickel-phosphine complex and a stoichiometric amount of silyl triflate. Reactions of 1-alkyl-substituted alkenes consistently provided 1,1-disubstituted alkenes with high selectivity. Insight into the reaction mechanism as well as miscellaneous application of the developed catalytic process is also documented.
Nickel-catalyzed allylic substitution of simple alkenes
Matsubara, Ryosuke,Jamison, Timothy F.
supporting information; experimental part, p. 6880 - 6881 (2010/07/05)
Nickel-catalyzed intermolecular allylic substitution of simple alkenes (ethylene and alpha olefins) is described. This method is the first catalytic intermolecular process for direct allylation of nonconjugated, nonstrained simple alkenes. Catalyst loadings as low as 2.5 mol % Ni afford the desired product in high yield in both gram-scale and smaller scale coupling reactions.
Nickel-catalysed bis-allylation of internal alkynes with triallylindium
Hirashita, Tsunehisa,Akutagawa, Kazuhiko,Kamei, Toshiya,Araki, Shuki
, p. 2598 - 2600 (2008/03/27)
The Ni-catalysed reaction of triallylindium with internal alkynes underwent bis-allylation to afford octa-1,4,7-trienes in high yield. The Royal Society of Chemistry 2006.
Novel type of carbozirconation reaction of alkynes
Suzuki, Noriyuki,Kondakov, Denis Y.,Kageyama, Motohiro,Kotora, Martin,Hara, Ryuichiro,Takahashi, Tamotsu
, p. 4519 - 4540 (2007/10/02)
Novel type of carbozirconation reaction of alkynes is reported. Treatment of zirconocenealkyne complexes, zirconacyclopentenes, or zirconacyclopentadienes with allylic compounds gave allylzirconation products of alkynes. Carbozirconation of alkynes with zirconacyclopentenes or zirconacyclopentadienes involved β,β'-C-C bond cleavage reaction of zirconacycles. Reactions of zirconacyclopentenes with homoallyl bromides afforded allylcyclopropane derivatives as carbozirconation products.
ALLYLIC ORGANOBISMETALLIC REAGENTS-PART 2
Normant, J.F.,Quirion, J.Ch.
, p. 3959 - 3962 (2007/10/02)
The metalla-Claisen rearrangement of allenyl-allyl zinc reagents described in the preceding letter may follow different patterns according to the nature of the allenyl moiety.It is thus possible to promote three consecutive rearrangements leading to cyclic trismetallic species with good stereoselectivity.
