Organocatalytic asymmetric cascade Michael/hemiketalization/retro-aldol reaction of 3-acetyl-oxindole with β,γ-unsaturated ketoesters catalyzed by bifunctional amino-squaramides

被引：15

作者：

Zhou, Jing ^{[1
,2
]}

Jia, Li-Na ^{[1
,2
]}

Wang, Qi-Lin ^{[1
,2
]}

Peng, Lin ^{[1
]}

Tian, Fang ^{[1
]}

Xu, Xiao-Ying ^{[1
]}

Wang, Li-Xin ^{[1
]}

机构：

[1] Chinese Acad Sci, Chengdu Inst Organ Chem, Key Lab Asymmetr Synth & Chirotechnol Sichuan Pro, Chengdu 610041, Peoples R China

[2] Univ Chinese Acad Sci, Beijing, Peoples R China

来源：

TETRAHEDRON | 2014年 / 70卷 / 45期

基金：

中国国家自然科学基金;

关键词：

3-Acetyl-oxindole; beta; gamma-Unsaturated ketoesters; Michael/hemiketalization/retro-aldol cascade reaction; Amino-squaramides; ALPHA-KETO ESTERS; DOMINO REACTIONS; ENANTIOSELECTIVE SYNTHESIS; DIHYDROPYRANS; CONSTRUCTION; OXINDOLES; ACCESS;

D O I：

10.1016/j.tet.2014.09.040

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An unprecedented organocatalytic asymmetric Michael/Hemiketalization/retro-aldol cascade sequence catalyzed by bifunctional amino-squaramides is described. The corresponding adducts were generally obtained in high yields (up to 97%) with moderate diastereo- (up to 79:21 dr) and good enantioselectivities (up to 90% ee). (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：8665 / 8671

页数：7

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