Organic Letters · 2010 · 46 citations · 16 references
Natural SciencesChemistryCatalysisOrganic ChemistryHeterocycle SynthesisHeterocyclic ChemistryMacrocycle SynthesisOrganic SynthesisRetrosynthetic AnalysisTerpenoid BiosynthesisRearrangement Reactions
A Ga(III)-catalyzed cycloisomerization reaction provides expedient access to a benzannulated cycloheptadiene bearing a cyano group, which has been applied to the syntheses of several icetexane diterpenoids including icetexone and epi-icetexone. Key to the synthesis is a novel in situ generated diazene rearrangement.
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