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Chiral Tertiary Amine Thiourea-Catalyzed Asymmetric Inverse-Electron-Demand Diels–Alder Reaction of Chromone Heterodienes Using 3-Vinylindoles as Dienophiles
- 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.
- Subjects :
- Indole test
Indoles
Vinyl Compounds
Cycloaddition Reaction
Molecular Structure
Tertiary amine
Dihydropyran
Organic Chemistry
Electrons
Stereoisomerism
Catalysis
chemistry.chemical_compound
chemistry
Thiourea
Chromones
Chromone
Organic chemistry
Amines
Inverse electron-demand Diels–Alder reaction
Bifunctional
Subjects
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