100103-32-0Relevant academic research and scientific papers
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 (2018)
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
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 (1997)
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.
Conjugate Addition of Zinc Halide Derived Trialkylsilyl(dialkyl)zincate Reagents to α,β-Unsaturated Carbonyl Compounds
Vaughan, Andrew,Singer, Robert D.
, p. 5683 - 5686 (1995)
Trialkylsilyl(dialkyl)zincate reagents, PhMe2SiZnR2Li, (R = Alkyl), are easily prepared in THF solutions via the addition of two equivalents of methyllithium and one equivalent of dimethylphenylsilyllithium to zinc halides (ZnI2 or ZnCl2).The resulting zi
Method for preparing organic silicon compound by catalyzing chitosan-loaded copper film material
-
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
Method used for preparing organic silicon compounds and beta-hydroxyl compounds via bivalent copper ion catalysis
-
Paragraph 0114; 0115; 0116; 0117; 0118; 0119; 0120-0122, (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.
In search of open-chain 1,3-stereocontrol
Barbero, Asun,Blakemore, David C.,Fleming, Ian,Wesley, Robert N.
, p. 1329 - 1352 (2007/10/03)
Methylation of methyl 4-phenylpentanoate 25 gives the diastereoisomers methyl (2RS,4SR)-2-methyl-4-phenylpentanoate 26 and methyl (2RS,4RS)- 2-methyl-4-phenylpentanoate 27 in a ratio of 44:56. The aldehydes 3-dimethyl(phenyl)silylbutanal 28, 3-dimethyl(ph
Conjugate Addition of the Phenyldimethylsilyl Group to αβ-Unsaturated Carbonyl Compounds Using a Silylzincate in Place of the Silylcuprate
Crump, Roger A. N. C.,Fleming, Ian,Urch, Christopher J.
, p. 701 - 706 (2007/10/02)
Lithium phenyldimethylsilyl(dialkyl)zincates add to a number of αβ-unsaturated carbonyl compounds to give, in most cases, higher yields of the conjugate addition product than we had achieved with the corresponding silylcuprate.
Catalytic asymmetric synthesis of β-hydroxy ketones by palladium-catalyzed asymmetric 1,4-disilylation of α,β-unsaturated ketones
Matsumoto, Yonetatsu,Hayashi, Tamio,Ito, Yoshihiko
, p. 335 - 346 (2007/10/02)
1,4-Disilylation of β,β-unsaturated ketones with 1,1-dichloro-1-phenyl-2,2,2-trimethyldisilane proceeded in the presence of phosphine-palladium catalysts in benzene. High enantio-selectivity (up to 92%) was observed in the disilylation with dichloro[(R)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl] palladium(II) as a catalyst (0.5 mol %). The disilylation products, 1-(trimethyisilyloxy)-3-(dichlorophenylsilyl)propenes, were readily converted into optically active α-unsubstituted or anti α-substituted β-(phenyldimethylsilyl) ketones, the oxidation of which gave the corresponding optically active β-hydroxy ketones in high yields.
Direct Michael-Type Addition of Si-Groups to α,β-unsaturated β-Aryl-Substituted Enones with R3SiCl/Bu2Cu(CN)Li2
Amberg, Willi,Seebach, Dieter
, p. 2439 - 2444 (2007/10/02)
(E)-5-Benzylidene-2-tert-butyl-6-methyl-1,3-dioxan-4-one (1) undergoes conjugative silylation (Me3Si, Et3Si, tBuMe2Si, Me2PhSi, products 2-5) with the reagent specified in the title.The reaction is highly diastereoselective, with formal anti addition of R
