Synthesis of spirocyclic 1,2-diamines by dearomatising intramolecular diamination of phenols.
Anthony AimonMark J DowAbigail R HanbyEphraim A OkoloChristopher M PaskAdam NelsonStephen P MarsdenPublished in: Chemical communications (Cambridge, England) (2023)
The stereocontrolled synthesis of complex spirotricyclic systems containing an embedded syn -1,2-diaminocyclohexane unit is reported, based upon a dearomatising oxidation of phenols bearing pendant ureas capable of acting as double nucleophiles. This complexity-generating transformation yields products with rich functionality suitable for application in the synthesis of potentially bioactive compounds.