Abstract
A methodology for the synthesis of cyclohexane scaffolds has been developed. The unprecedented fully intermolecular [2+2+2] cycloaddition reaction of three alkenes was catalyzed by an iron(III)-based Lewis acid to give multi-substituted cyclohexane products in a diastereoselective manner. The ionic species [FeBr2]+[FeBr4]− generated via disproportionation of FeBr3 is crucial for this catalysis: the strong Lewis acidity of [FeBr2]+ facilitates the addition reaction of alkenes, and [FeBr4]− controls the reaction path suppressing the undesired polymerization reaction by forming a dormant-like intermediate. This protocol offers a new synthetic way to obtain cyclohexane cycloadduct.
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