108583-48-8Relevant articles and documents
Cyanosilylation of ketones catalyzed by quaternary ammonium salt and N-oxide
Zhou, Hui,Chen, Fu-Xue,Qin, Bo,Feng, Xiaoming,Zhang, Guolin
, p. 1077 - 1079 (2004)
Dibenzyldimethyl ammonium bromide and triethanolamine N-oxide catalyze the formation of cyanohydrin trimethylsilyl ethers of ketones in 80-99% yield.
Efficient and Regioselective Cyanosilylation of Cyclohex-2-enone and Other Unsaturated Ketones over Solid Acid and Base Catalyst
Higuchi, Katsumi,Onaka, Makoto,Izumi, Yusuke
, p. 1035 - 1036 (1991)
Cyanotrimethylsilane reacts with α,β-unsaturated ketones to afford 1,4- and 1,2-adducts regioselectively in the presence of strongly acidic montmorillonite and strongly basic CaO or MgO, respectively.
Catalytic cyanosilylation of ketones using organic catalyst 1,1,3,3-tetramethylguanidine
Wang, Lijia,Huang, Xiao,Jiang, Jun,Liu, Xiaohua,Feng, Xiaoming
, p. 1581 - 1584 (2006)
1,1,3,3-Tetramethylguanidine acts as a highly effective catalyst for cyanosilylation of various ketones and aldehydes to the corresponding cyanohydrin trimethylsilyl ethers in up to 99% yield. The reaction proceeds smoothly with 0.1 mol % catalyst loading
Phenolic N-oxide as a highly efficient organocatalyst for cyanosilylation of ketones
Li, Yan,He, Bin,Feng, Xiaoming,Zhang, Guolin
, p. 1598 - 1600 (2004)
The use of an inexpensive, easy to handle and readily available chemical, 5 mol% phenolic N-oxide, alone as a catalyst for cyanosilylation of ketones gave the corresponding products in 78-99% yield with reaction times of 0.5-16 hours.
Catalytic cyanosilylation of ketones with simple phosphonium salt
Wang, Xiu,Tian, Shi-Kai
, p. 6010 - 6013 (2007)
In the presence of 1-5 mol % of benzyltriphenylphosphonium chloride, a wide variety of unconjugated and conjugated, acyclic and cyclic ketones were transformed to their corresponding cyanohydrin silyl ethers in excellent yields.
Mild and efficient silylcyanation of ketones catalyzed by cesium fluoride
Kim, Sung Soo,Rajagopal, Gurusamy,Song, Dae Ho
, p. 1734 - 1738 (2004)
An efficient method of addition of trimethylsilylcyanide to ketones by employing cesium fluoride as catalyst has been described. A variety of aromatic, aliphatic, cyclic and heterocyclic ketones have been converted into their corresponding trimethylsilyl
Achiral phenolic N-oxides as additives: An alternative strategy for asymmetric cyanosilylation of ketones
He, Bin,Chen, Fu-Xue,Li, Yan,Feng, Xiaoming,Zhang, Guolin
, p. 5465 - 5467 (2004)
The activation of chiral titanium(IV) complexes with additives, phenolic N-oxides, is found to provide an alternative strategy for asymmetric cyanosilylation of ketones in excellent yield with up to 82% ee.
Robust and efficient, yet uncatalyzed, synthesis of trialkylsilyl-protected cyanohydrins from ketones
Cabirol, Fabien L.,Lim, Angela E. C.,Hanefeld, Ulf,Sheldon, Roger A.,Lyapkalo, Ilya M.
, p. 2446 - 2449 (2008/09/19)
(Chemical Equation Presented) High-yielding cyanosilylation of ketones with NaCN and various chlorotrialkylsilanes in DMSO proceeds smoothly without catalysis to give silyl-protected ketone cyanohydrins. The unique role of DMSO consists in rendering naked
