167282-22-6Relevant academic research and scientific papers
CuI-catalyzed conjugate addition of silyl boronic esters: Retracing catalytic cycles using isolated copper and boron enolate intermediates
Plotzitzka, Jacqueline,Kleeberg, Christian
, p. 6915 - 6926 (2014)
Copper(I)-catalyzed conjugate additions of silyl boronic esters to α,β-unsaturated aldehydes, ketones, and esters are synthetically well-established reactions. For the first time central reactive intermediates as well as the boron enolates as the primary
[(18-C-6)K][(NC)CuI-SiMe2Ph], a Potassium Silylcyanocuprate as a Catalyst Model for Silylation Reactions with Silylboranes: Syntheses, Structures, and Catalytic Properties
Plotzitzka, Jacqueline,Kleeberg, Christian
supporting information, p. 6671 - 6680 (2017/06/13)
CuI-catalyzed silylation reactions involving silylboranes (in particular, pinB-SiMe2Ph (1)) as silyl sources have recently gained considerable attention. One of the most efficient and versatile and yet simplest catalyst systems consi
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
Access to high levels of molecular complexity by one-pot iridium/enamine asymmetric catalysis
Quintard, Adrien,Alexakis, Alexandre,Mazet, Clement
supporting information; experimental part, p. 2354 - 2358 (2011/04/22)
(Chemical Equation Presented) Independent workers with team spirit: A catalytic sequence that exploits the compatibility of (chiral) cationic iridium catalysts for the isomerization of primary allylic alcohols to aldehydes with organo-catalysts has been d
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-catalyzed conjugate addition of a bis(triorganosilyl) zinc and a methyl(triorganosilyl) magnesium
Oestreich, Martin,Weiner, Barbara
, p. 2139 - 2142 (2007/10/03)
A practical copper-catalyzed conjugate silylation of α,β- unsaturated carbonyl compounds 4 utilizing bis(triorganosilyl) zinc reagent 3 is described. Moreover, mixed methyl(triorganosilyl) magnesium 7 also transfers its silyl ligand to simple enones 4 und
Employing the simple monosilylcopper reagent, Li[PhMe2SiCuI], in 1,4-addition reactions
Dambacher, Jesse,Bergdahl, Mikael
, p. 144 - 145 (2007/10/03)
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
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.
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
