Enantioselective organocatalytic oxa-Michael addition of oximes to β-CF3-β-disubstituted nitroalkenes: efficient synthesis of β-amino-α-trifluoromethyl alcohols

被引:34
作者
Liu, Feng-Lei [1 ,2 ]
Chen, Jia-Rong [1 ,2 ]
Feng, Bin [1 ,2 ]
Hu, Xiao-Qiang [1 ,2 ]
Ye, Li-Hua [1 ,2 ]
Lu, Liang-Qiu [1 ,2 ]
Xiao, Wen-Jing [1 ,2 ]
机构
[1] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China
[2] Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin, Peoples R China
基金
中国国家自然科学基金;
关键词
CONJUGATE ADDITION; CATALYZED TRIFLUOROMETHYLATION; ASYMMETRIC-SYNTHESIS; FLUORINE; CONSTRUCTION; CYCLOHEXADIENONES; HYDROXYLATION; ARENES; ACIDS;
D O I
10.1039/c3ob42329h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An enantioselective oxa-Michael addition of oximes to beta-CF3-beta-disubstituted nitroalkenes catalyzed by a chiral bifunctional cinchona alkaloid-based thiourea has been developed. A variety of trifluoromethylated oxime ethers possessing a tetrasubstituted carbon stereocenter were obtained in good yields with high enantioselectivities.
引用
收藏
页码:1057 / 1060
页数:4
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