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Chiral Tertiary Amine Thiourea-Catalyzed Asymmetric Inverse-Electron-Demand Diels–Alder Reaction of Chromone Heterodienes Using 3-Vinylindoles as Dienophiles

Authors :
Chengjian Zhu
Yan Shi
Aijun Lin
Weipeng Li
Haibin Mao
Zhijie Mao
Yixiang Cheng
Source :
The Journal of Organic Chemistry. 78:10233-10239
Publication Year :
2013
Publisher :
American Chemical Society (ACS), 2013.

Abstract

A straightforward and efficient protocol for the construction of structurally and biologically interesting chiral flavanoids incorporating three privileged structures, i.e., chromanone, dihydropyran, and indole, has been developed on the basis of chiral bifunctional tertiary amine thiourea-catalyzed asymmetric inverse-electron-demand Diels-Alder reaction of chromone heterodienes and 3-vinylindoles, which were used as dienophiles.

Details

ISSN :
15206904 and 00223263
Volume :
78
Database :
OpenAIRE
Journal :
The Journal of Organic Chemistry
Accession number :
edsair.doi.dedup.....53ad244ad30ce71281d20e0fabe62357
Full Text :
https://doi.org/10.1021/jo401592w