Modular Access to Diverse Bridged Indole Alkaloid Mimics via a Gold-Triggered Cascade Dearomative
1Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry , KU Leuven , Celestijnenlaan 200F , B-3001 Leuven , Belgium.
Abstract:
A modular and streamlined synthetic strategy for the generation of bridged indole alkaloid-like heterocycles from easily available building blocks is elaborated. This approach utilizes an Ugi four-component reaction, establishing diversity, followed by an efficient cationic gold-triggered intramolecular cascade non-oxidative dearomative spirocarbocyclization/concerted [4 + 2] cyclization cascade, furnishing these architecturally complex and distinct bridged heterocyclic scaffolds with good diastereoselectivity.
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