ChemistrySelect · 2021 · 11 citations · 61 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistrySynthetic Medicinal ChemistryHeterocycle SynthesisOrganic SynthesisCascade ReactionsCascade StereoselectivityStereoselective Cross-couplingSubstrate ScopeSubstrate Scope Evaluation
Abstract A simple and efficient cascade reaction via formal [1+2+3] cyclization of 1,3‐indanedione, aldehyde and 2‐naphthol is reported using K 2 CO 3 as a base. The advantage includes metal‐free conditions, varied substrate scope and shortened reaction duration with high diastereoselectivity (i. e., 99 : 1) resulting in the formation of two carbon‐carbon as well as two carbon‐oxygen bonds through Knoevenagel‐Friedel‐Crafts‐Hemiketalization sequence resulting in three contiguous stereocenters.
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Control of four stereocentres in a triple cascade organocatalytic reaction
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