Publication | Open Access
Construction of Enantioenriched 4,5,6,7‐Tetrahydrofuro[2,3‐<i>b</i>]pyridines through a Multicatalytic Sequence Merging Gold and Amine Catalysis
22
Citations
38
References
2021
Year
Gold ComplexSequential Relay CatalysisDerivativesEngineeringDiphenylprolinol Silyl EtherAmine CatalysisDiversity-oriented SynthesisNatural SciencesOrganic ChemistryCatalysisEnantioenriched 4,5,6,7‐TetrahydrofuroChemistryStereoselective SynthesisAsymmetric CatalysisSynthetic ChemistryEnantioselective SynthesisBiomolecular Engineering
Abstract 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. magnified image
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