Chiral urea-catalyzed enantioselective epoxidation of α, β-unsaturated esters

被引:5
作者
Ji, Nan [1 ]
Tian, Qinqin [1 ]
Yang, Qingqing [1 ]
Li, Minghua [1 ]
He, Wei [1 ]
机构
[1] Fourth Mil Med Univ, Sch Pharm, Dept Chem, Xian 710032, Peoples R China
关键词
Asymmetric catalysis; Glycidic esters; Cinchona alkaloids; Organic catalysis;
D O I
10.1016/j.tetlet.2021.152909
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly enantioselective epoxidation of trans-alpha-cyano-alpha, beta-unsaturated esters has been described by using cinchona alkaloid-derived urea and H2O2 as the organocatalysts and oxidant, giving chiral glycidic ester derivatives containing cyano groups in good yields (up to 95%) with excellent enantioselectivities (up to 97% ee). A plausible transition state was also proposed. (C) 2021 Elsevier Ltd. All rights reserved.
引用
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页数:5
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