Diastereoselective and Enantioselective Epoxidation of Acyclic beta-Trifluoromethyl-beta,beta-Disubstituted Enones by Hydrogen Peroxide with a Pentafluorinated Quinidine-Derived Phase-Transfer Catalyst

作者：Wu, Shaoxiang; Pan, Dong; Cao, Chengyao; Wang, Qi; Chen, Fu-Xue^*

来源：Advanced Synthesis & Catalysis, 2013, 355(10): 1917-1923.

DOI：10.1002/adsc.201300249

• asymmetric catalysis
• epoxidation
• hydrogen peroxide
• phase-transfer catalysts
• trifluoromethyl group

An efficient catalytic asymmetric epoxidation of -trifluoromethyl-,-disubstituted unsaturated ketones has been achieved by a pentafluorine-substituted phase-transfer catalyst with hydrogen peroxide (30%). 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.

• 出版日期2013-7-8
• 单位北京理工大学