Regio- and enantioselective conjugate addition of β-nitro α,β-unsaturated carbonyls to construct 3-alkenyl disubstituted oxindoles

被引:12
|
作者
He, Changli [1 ]
Tang, Xiaoxue [1 ]
He, Xin [1 ]
Zhou, Yuqiao [1 ]
Liu, Xiaohua [1 ]
Feng, Xiaoming [1 ]
机构
[1] Sichuan Univ, Coll Chem, Key Lab Green Chem & Technol, Minist Educ, Chengdu 610064, Peoples R China
关键词
Asymmetric catalysis; Conjugate addition; Nitroalkenes; Regioselectivity; Oxindoles; NUCLEOPHILIC VINYLIC SUBSTITUTION; STEREOSELECTIVE-SYNTHESIS; MICHAEL ADDITION; ORGANOCATALYSTS; NITROACRYLATES; ALKENYLATION; DERIVATIVES; ALDEHYDES; LIGANDS; ACIDS;
D O I
10.1016/j.cclet.2022.05.001
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reversal of regioselectivity in the catalytic asymmetric conjugate additions of 3-substituted oxindoles to beta-nitroenones or beta-nitroacrylates was established with chiral scandium catalysts. It enabled the con-struction of functionalized 3,3-disubstituted oxindoles, including terminal and internal vinyl groups in excellent yields and ee values. (c) 2022 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.
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页数:5
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