Formal Total Synthesis of (±)-Rhazinal: Evaluating the Radical Approach

Abstract

We describe a formal total synthesis of the racemic natural product rhazinal by a rapid elaboration of a recently reported tetrahydroindolizine intermediate into the cyclization precursor reported by Trauner. The synthesis focuses on the early and convergent introduction of functional groups while the synthetic challenges encountered by this approach are described.

Key words

rhazinal - natural products - catalysis - radicals - pyrroles

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Examples of efficient titanocene(III)-catalyzed radical reactions:
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