1068616-29-4Relevant academic research and scientific papers
Nickel-catalyzed cross-coupling reaction of allyl- and benzylzinc with alkenyl sulfides
Baba, Yoko,Toshimitsu, Akio,Matsubara, Seijiro
, p. 2061 - 2063 (2008)
Alkenyl Sulfides can be utilized for nickel-catalyzed cross-coupling reactions with allyl- and benzylzinc reagents.
Bromoetherification of Alkenyl Alcohols by Aerobic Oxidation of Bromide: Asymmetric Synthesis of 2-Bromomethyl 5-Substituted Tetrahydrofurans
Tomizuka, Akihiko,Moriyama, Katsuhiko
, (2019)
An asymmetric synthesis of 2-bromomethyl-5-substituted tetrahydrofurans via a chiral-ruthenium-catalyzed transfer hydrogenation of 3-butenyl ketones and bromoetherification of chiral pentenyl alcohols was developed. The inhibition of some side reactions furnished the desired products in high yields with high enantioselectivities. In addition, chiral pentenyl alcohols bearing electron-donating groups triggered substrate racemization in the aerobic bromoetherification.
Visible-Light-Promoted Cross-Coupling of N-Alkylpyridinium Salts and Nitrostyrenes
Ferko, Branislav,Mar?eková, Michaela,Detková, Katarína Ráchel,Doháňo?ová, Jana,Berke?, Du?an,Jakubec, Pavol
supporting information, p. 8705 - 8710 (2021/11/20)
A stereoselective, denitrative cross-coupling of β-nitrostyrenes with N-alkylpyridinium salts for the preparation of functionalized styrenes has been developed. The visible-light-induced reaction proceeds without any catalyst at ambient temperature. Broad in scope and tolerant to multiple functional groups, the moderately yielding transformation is orthogonal to several traditional metal-catalyzed cross-couplings.
Nickel-Catalyzed Cross-Coupling of Allyl Alcohols with Aryl- or Alkenylzinc Reagents
Yang, Bo,Wang, Zhong-Xia
, p. 4542 - 4549 (2017/05/12)
Nickel-catalyzed cross-coupling of allyl alcohols with aryl- and alkenylzinc chlorides through C-O bond cleavage was performed. Reaction of (E)-3-phenylprop-2-en-1-ol and 1-aryl-prop-2-en-1-ols with aryl- or alkenylzinc chlorides gave linear cross-coupling products. Reaction of 1-phenyl- or 1-methyl-substituted (E)-3-phenylprop-2-en-1-ol with aryl- or alkenylzinc chlorides resulted in 3-aryl/alkenyl-substituted (E)-(prop-1-ene-1,3-diyl)dibenzenes or 3-aryl/alkenyl-substituted (E)-(but-1-enyl)benzene. Reaction of allyl alcohol with p-Me2NC6H4ZnCl resulted in a mixture of normal coupling product 4-allyl-N,N-dimethylaniline and its isomerized product N,N-dimethyl-4-(prop-1-en-1-yl)aniline.
Palladium(II)/Lewis acid synergistically catalyzed allylic C-H olefination
Wang, Pu-Sheng,Lin, Hua-Chen,Zhou, Xiao-Le,Gong, Liu-Zhu
supporting information, p. 3332 - 3335 (2014/07/08)
The first allylic C-H olefination with α-diazo esters synergistically catalyzed by a palladium(II) complex and (salen)CrCl has been established to directly generate conjugated polyene derivatives in moderate to high yields and with excellent stereoselectivities.
Palladium-catalysed cross-coupling of vinyldisiloxanes with benzylic and allylic halides and sulfonates
Frye, Elizabeth C.,O'Connor, Cornelius J.,Twigg, David G.,Elbert, Bryony,Laraia, Luca,Hulcoop, David G.,Venkitaraman, Ashok R.,Spring, David R.
supporting information; experimental part, p. 8774 - 8779 (2012/09/21)
The Hiyama cross-coupling reaction is a powerful method for carbon-carbon bond formation. To date, the substrate scope of this reaction has predominantly been limited to sp2-sp2 coupling reactions. Herein, the palladium-catalysed Hiyama type cross-coupling of vinyldisiloxanes with benzylic and allylic bromides, chlorides, tosylates and mesylates is reported. A wide variety of functional groups were tolerated, and the synthetic utility of the methodology was exemplified through the efficient total synthesis of the cytotoxic natural product bussealin A. In addition, the antiproliferative ability of bussealin A was evaluated in two cancer-cell lines. Copyright
Nickel-catalyzed allylic substitution of simple alkenes
Matsubara, Ryosuke,Jamison, Timothy F.
experimental part, 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.
