An Enantioselective Approach to 2,3-Disubstituted Indolines through Consecutive Bronsted Acid/Pd-Complex-Promoted Tandem Reactions

被引:77
作者
Duan, Ying [1 ]
Chen, Mu-Wang [1 ]
Ye, Zhi-Shi [1 ]
Wang, Duo-Sheng [1 ]
Chen, Qing-An [1 ]
Zhou, Yong-Gui [1 ]
机构
[1] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
基金
中国国家自然科学基金;
关键词
asymmetric catalysis; Bronsted acid; hydrogenation; palladium; tandem reaction; CATALYZED ASYMMETRIC HYDROGENATION; C-3 REDUCTIVE ALKYLATION; COOPERATIVE CATALYSIS; HETEROAROMATIC-COMPOUNDS; RELAY CATALYSIS; C-H; INDOLES; ALDEHYDES; CONSTRUCTION; DERIVATIVES;
D O I
10.1002/chem.201100576
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In tandem: A divergent and enantioselective approach to 2,3-disubstituted indolines was developed through consecutive Brønsted acid/Pd-complex- promoted tandem reactions from simple 2-substituted indoles and aldehydes in one operation to give up to 98 % ee (see scheme; R1=H, F, or Me; R 2=alkyl; R3=aryl or alkyl). Three Brønsted acid promoted steps and two Pd-catalyzed hydrogenation steps were involved in this process. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:7193 / 7197
页数:5
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