945732-76-3Relevant academic research and scientific papers
Asymmetric synthesis of β-amino ketones by using cinchona alkaloid-based chiral phase transfer catalysts
Li, Weihua,Wang, Yifeng,Xu, Danqian
, p. 8704 - 8709 (2018)
A highly enantioselective nucleophilic addition of ketones to imines catalyzed by chiral phase-transfer catalysts (N-quaternised cinchona alkaloid ammonium salts) has been developed, and the process affords the Mannich reaction products with tertiary stereocenters in good to high yields (up to 95%) with excellent enantioselectivities (up to 97% ee).
Asymmetric Synthesis of α-Amino Phosphonates by Using Cinchona Alkaloid-Based Chiral Phase Transfer Catalyst
Li, Weihua,Wang, Yifeng,Xu, Danqian
supporting information, p. 5422 - 5426 (2018/10/15)
A highly enantioselective nucleophilic addition of phosphite esters to imines catalyzed by a chiral phase-transfer catalyst has been developed. The process affords the hydrophosphonylation of imine products with quaternary stereocenters in good to high yields (up to 95 % yield) and excellent enantioselectivities (up to 99 % ee).
Catalytic asymmetric conjugate addition of isocyanoacetate to (Z)-3-substituted-2-(4-pyridyl)-acrylonitrile, a reactive class of Michael acceptor
Del Fiandra, Claudia,Moccia, Maria,Cerulli, Valentina,Adamo, Mauro F. A.
supporting information, p. 1697 - 1700 (2016/01/30)
(Z)-3-Substituted-2-(4-pyridyl)-acrylonitriles, a reactive class of Michael acceptors obtained exclusively as a single (Z) isomer, reacted with un-substituted isocyanoacetate esters mediated by phase-transfer catalysis to give, after base promoted cyclisation, functionalized imines in up to 94% ee and as a single diastereoisomer.
The enantioselective trifluoromethylation of aromatic aldehydes by quaternary ammonium bromide and (IPr)CuF at low catalyst loading
Wu, Shaoxiang,Guo, Jiyi,Sohail, Muhammad,Cao, Chengyao,Chen, Fu-Xue
, p. 19 - 29 (2013/04/23)
A general catalytic enantioselective trifluoromethylation of aromatic aldehydes using (IPr)CuF and quinidine-derived quaternary ammonium salt as catalysts has been developed. A wide range of aromatic aldehydes are converted to the corresponding products in up to 92% yield and 81% ee at 2 mol% of catalyst loading.
Diastereoselective and enantioselective epoxidation of acyclic β-trifluoromethyl-β,β-disubstituted enones by hydrogen peroxide with a pentafluorinated quinidine-derived phase-transfer catalyst
Wu, Shaoxiang,Pan, Dong,Cao, Chengyao,Wang, Qi,Chen, Fu-Xue
supporting information, p. 1917 - 1923 (2013/08/23)
An efficient catalytic asymmetric epoxidation of β-trifluoromethyl- β,β-disubstituted unsaturated ketones has been achieved by a pentafluorine-substituted phase-transfer catalyst with hydrogen peroxide (30%). Thus, the β-trifluoromethyl-α,β-epoxy ketones with a quaternary carbon centre were obtained in excellent diastereoselectivities (up to 100:1 dr) and excellent enantioselectivities (up to 99.7% ee). Low catalyst loading, recycle of catalyst, environmentally benign oxidant and easy transformation of the epoxides into medicinally important trifluoromethylated intermediate make our protocol much more practical. Copyright
