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Published on: October 7, 2013
Total Synthesis of (-)-Ambiguine P
1Department of Chemistry , The University of Chicago , Chicago , Illinois 60637 , United States.
Abstract:
Described is a concise total synthesis of (-)-ambiguine P, a cycloheptane-containing member of the hapalindole alkaloids. The challenging pentacyclic framework of the natural product was assembled rapidly via a [4 + 3] cycloaddition reaction-inspired strategy, and the tertiary hydroxy group was introduced by an NBS-mediated bromination-nucleophilic substitution sequence.
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