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Updated: Jul 31, 2025

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Published on: May 26, 2019
Synthesis of a Complex Brasilicardin Analogue Utilizing a Cobalt-Catalyzed MHAT-Induced Radical Bicyclization
Scott W Niman1, Roberta Buono2, David A Fruman2
1Department of Chemistry, University of California, 1102 Natural Sciences II, Irvine, California 92697-2025, United States.
Abstract:
We designed and executed an expedient synthesis of a complex analogue of the potent immunosuppressive natural product brasilicardin A. Our successful synthesis featured application of our recently developed MHAT-initiated radical bicyclization, which delivered the targeted, complex analogue in 17 steps in the longest linear sequence. Unfortunately, this analogue showed no observable immunosuppressive activity, which speaks to the importance of the structural and stereochemical elements of the natural core scaffold.
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