Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 135, Issue 10, Pages 3788-3791Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja400473v
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Funding
- National Cancer Institute [PO1 CA95471]
- Donald J. and Jane M. Cram Endowment
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Ansa-bridged, prodiginines are bioactive pigments produced by bacteria. Certain of these structures are reported to be antagonists of protein protein interactions involved in apoptosis. We describe a new entry to alkaloids of this type, demonstrated with a concise asymmetric synthesis of (+)-roseophilin (3). Our route constructs the pyrrolophane motif via phosphoryl transfer-terminated macroaldolization and passes through a previously unexplored prototropic form of the natural product.
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