BrOnsted Acid/Rhodium(II) Cooperative Catalytic Asymmetric Three-Component Aldol-Type Reaction for the Synthesis of 3-Amino Oxindoles

被引:112
作者
Ren, Lei [1 ,2 ]
Lian, Xiao-Lei [1 ,2 ]
Gong, Liu-Zhu [1 ,2 ]
机构
[1] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Peoples R China
[2] Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China
关键词
aldol reaction; asymmetric catalysis; BrOnsted acid; cooperative effects; indoles; HIGHLY ENANTIOSELECTIVE SYNTHESIS; ORGANOCATALYTIC ALPHA-AMINATION; BRYOZOAN CHARTELLA-PAPYRACEA; MANNICH-TYPE REACTION; INDOLE ALKALOIDS; MARINE ALKALOIDS; 3-SUBSTITUTED; 2-OXINDOLES; NATURAL-PRODUCTS; AMMONIUM YLIDES; IMINES;
D O I
10.1002/chem.201203993
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Cooperation is key! Chiral Brønsted acid/rhodium(II) cooperative catalysis enabled an enantioselective three-component aldol-type reaction of 3-diazo oxindoles and anilines with glyoxylates to give highly functionalized and structurally diverse 3-amino oxindoles in high stereoselectivity (>20:1 d.r., 99 % ee; see scheme). Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:3315 / 3318
页数:4
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