详细信息

Enantioselective Mannich reaction between rhodanines and isatin-derived ketimines to construct vicinal tetrasubstituted stereocenters  ( SCI-EXPANDED收录 EI收录)  

文献类型:期刊文献

英文题名:Enantioselective Mannich reaction between rhodanines and isatin-derived ketimines to construct vicinal tetrasubstituted stereocenters

作者:Xu, Han;Kang, Tian-Chen;Sha, Feng;Wu, Xin-Yan[1]

机构:[1]East China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, Shanghai 200237, Peoples R China; East China Univ Sci & Technol, Sch Chem & Mol Engn, Inst Fine Chem, Shanghai 200237, Peoples R China

年份:2018

卷号:16

期号:32

起止页码:5780

外文期刊名:ORGANIC & BIOMOLECULAR CHEMISTRY

收录:;EI(收录号:20183405709624);WOS:【SCI-EXPANDED(收录号:WOS:000441765600006),CCR-EXPANDED(收录号:WOS:000441765600006)】;

基金:We are grateful for the financial support from Science and Technology Commission of Shanghai Municipality (15ZR1409200).

语种:英文

外文关键词:Stereoselectivity - Amines - Catalysts

摘要:An organocatalytic enantioselective Mannich reaction between rhodanines and isatin-derived ketimines was developed. With 2 mol% of a quinine-based tertiary amine-thiourea catalyst C2, 3,3-disubstituted oxindoles with vicinal tetrasubstituted stereocenters were obtained in moderate-to-excellent yields (43-99%) with excellent diastereoselectivities (98 : 2-99 : 1 dr) and good-to-excellent enantioselectivities (up to 97% ee). The readily available substrates, low catalyst loading and high stereoselectivity are the major features.

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