94286-28-9Relevant academic research and scientific papers
Employing the simple monosilylcopper reagent, Li[PhMe2SiCuI], in 1,4-addition reactions
Dambacher, Jesse,Bergdahl, Mikael
, p. 144 - 145 (2003)
Conjugate addition reactions using the simple Li[PhMe2SiCuI] reagent to a variety of α,β-unsaturated carbonyl compounds is described; dimethyl sulfide from the purification of CuI plays a key role for very high yields as well as high stereosele
Method for preparing organic silicon compound by catalyzing chitosan-loaded copper film material
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Paragraph 0037-0046, (2020/12/10)
The invention discloses a method for preparing an organosilicon compound by catalyzing a chitosan-loaded copper film material, which comprises the following steps: adding water into the chitosan-loaded copper film material, and uniformly stirring at room
Basic Copper Carbonate-Catalyzed Silyl Conjugate Additions to α,β-Unsaturated Carbonyls in Water
Wang, Wei,Li, Bo-Jie,Xiao, Zu-Feng,Yan, Feng,Wei, Peng-Ren,Wang, Lian-Sheng,Zhu, Lei
, p. 81 - 86 (2017/09/11)
We report here the silylation of α,β-unsaturated acceptors in water at room temperature using a copper catalyst. A broad substrate scope, including chalcone derivatives, esters, nitrile, and dienones, has been explored. In all cases, the reaction proceede
Method used for preparing organic silicon compounds and beta-hydroxyl compounds via bivalent copper ion catalysis
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Paragraph 0123; 0124; 0125; 0126; 0127; 0128; 0129-0131, (2017/10/07)
The invention relates to a method used for preparing organic silicon compounds and beta-hydroxyl compounds via bivalent copper ion catalysis. According to the method, a bivalent copper salt is taken as a catalyst, a pyridyl compound is taken as a ligand, bis(pinacolato)diboron dimethylsilane reagent is taken as a silicon reagent, and pure water is taken as a solvent; silicone additive reaction of alpha, beta-unsaturated carbonyl compounds with different substituent groups is carried out so as to obtain the organic silicon compounds; potassium bromide and peracetic acid are added directly without separation and purification of the organic silicon compounds, and the beta-hydroxyl compounds are obtained via oxidation. The advantages of the method are that: the method is simple and convenient; the raw materials are widely available; cost is relatively low; popularization is convenient; catalyst using amount is low; reaction yield is high; reaction conditions are mild; pure water is taken as the solvent; reaction is carried out at room temperature; operation is simple and convenient; application range is wide; the method is suitable for silicone additive reaction of alpha, beta- unsaturated carbonyl compounds of different types; one-pot method is adopted; and production efficiency is high.
Copper(II)-catalyzed silyl conjugate addition to α,β-unsaturated conjugated compounds: Bronsted base-assisted activation of Si-b bond in water
Calderone, Joseph A.,Santos, Webster L.
experimental part, p. 2090 - 2093 (2012/06/18)
A mild method for the installation of the dimethylphenylsilyl group on the β-carbon of electron-deficient olefins is reported. In the presence of a catalytic amount of copper(II) (1 mol %) and amine base (5 mol %) at rt, the transformation proceeds effici
Unprecedented copper(I) bifluoride complexes: Synthesis, characterization and reactivity
Vergote, Thomas,Nahra, Fady,Welle, Alexandre,Luhmer, Michel,Wouters, Johan,Mager, Nathalie,Riant, Olivier,Leyssens, Tom
supporting information; experimental part, p. 793 - 798 (2012/03/26)
To be or not to bifluoride: Two synthetic pathways to unprecedented N-heterocyclic carbene copper(I) bifluoride complexes have been developed (see scheme). Catalytic tests demonstrated that copper(I) bifluorides are very efficient catalysts, which do not
Conjugate additions of a simple monosilylcopper reagent with use of the CuI-DMS complex: Stereoselectivities and a dramatic impact by DMS
Dambacher, Jesse,Bergdahl, Mikael
, p. 580 - 589 (2007/10/03)
(Chemical Equation Presented) Conjugate additions utilizing the simple monosilylcuprate reagent Li[PhMe2SiCuI] to α,β-unsaturated carbonyl compounds are described. The presence of dimethyl sulfide (DMS), either as a component originating from t
Copper(I)-Catalyzed Disilylation of Alkylidene Malonates Employing a Lewis Base Activation Strategy
Clark, Christopher T.,Lake, Jason F.,Scheidt, Karl A.
, p. 84 - 85 (2007/10/03)
The disilylation of activated α,α-unsaturated esters has been accomplished by utilizing symmetrical disilanes and catalytic quantities of copper(I) salts in the presence of Lewis bases such as DMF. This new methodology with various alkylidene malonates is
A synthesis of enantiomerically enriched propargyl silanes
Fleming, Ian,Mwaniki, Joseph M.
, p. 1237 - 1247 (2007/10/03)
Reduction of ethyl 3-methyl-, 3-isopropyl- and 3-n-pentyl-3-[dimethyl(phenyl)silyl]propanoates 4 with DIBAL to the aldehydes 5, enol trifluoromethanesulfonate (triflate) formation using trifluoromethanesulfonic (triflic) anhydride and 2,6-di-tert-butylpyridine, and elimination using LDA, gives the propargyl silanes 8. The esters 4 could also be prepared enantiomerically enriched (11), and the final products are the enantiomerically enriched propargyl (homochiral) silanes 14.
Conjugate addition of dimethylphenylsilyllithium to α,β-unsaturated carbonyl compounds mediated by sub-stoichiometric quantities of dimethylzinc
MacLean, Bonnie L.,Hennigar, Kimberlea A.,Kells, Kevin W.,Singer, Robert D.
, p. 7313 - 7316 (2007/10/03)
Dimethylphenylsilyllithium undergoes conjugate addition to a variety of α,β-unsaturated enones in the presence of sub-stoichiometric amounts of dimethylzinc. Down to 10 mol % of Me2Zn facilitates these reactions to afford good to excellent yields of β-silylated products. This catalytic behavior is displayed when the Me2Zn used is generated in situ, from the addition of methyllithium to zinc (II) iodide or when used directly from a commercial source. This methodology in which sub-stoichiometric quantities of the reactive organometallic reagent are present at a given time may provide a route for catalytic enantioselective conjugate addition of trialkylsilyl moieties to enones.
