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Construction of Enantioenriched 4,5,6,7‐Tetrahydrofuro[2,3‐ b ]pyridines through a Multicatalytic Sequence Merging Gold and Amine Catalysis
- Source :
- Advanced Synthesis and Catalysis, Advanced Synthesis and Catalysis, Wiley-VCH Verlag, In press, ⟨10.1002/adsc.202100756⟩
- Publication Year :
- 2021
- Publisher :
- Wiley, 2021.
-
Abstract
- International audience; A series of enantioenriched 4,5,6,7-tetrahydrofuro[2,3-b]pyridines were accessed by a cycloisomerization/cycloaddition strategy. Starting from ynamide derivatives and aldehydes, yields ranging from 27 to 90% and high levels of stereoselectivity (de>95%, 93–99% ee) were obtained through sequential relay catalysis. The concurrent use of a gold complex with a diphenylprolinol silyl ether was applied to a combination of diversely functionalized substrates.
- Subjects :
- Aza-Diels-Alder
Aminocatalysis
Saturated heterocycles
[CHIM.ORGA]Chemical Sciences/Organic chemistry
010405 organic chemistry
Chemistry
Gold catalysis
Sequence (biology)
[CHIM.CATA]Chemical Sciences/Catalysis
General Chemistry
010402 general chemistry
01 natural sciences
Combinatorial chemistry
Cycloaddition
Relay catalysis
0104 chemical sciences
Catalysis
Cycloisomerization
Diphenylprolinol silyl ether
Aza-Diels–Alder reaction
Stereoselectivity
Amine gas treating
Subjects
Details
- ISSN :
- 16154169 and 16154150
- Volume :
- 363
- Database :
- OpenAIRE
- Journal :
- Advanced Synthesis & Catalysis
- Accession number :
- edsair.doi.dedup.....6334a4de422e0bb574e8f3d99f1b79fe
- Full Text :
- https://doi.org/10.1002/adsc.202100756