945732-76-3Relevant articles and documents
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).
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.
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