Modular Access to Complex Prodiginines: Total Synthesis of (+)-Roseophilin via its 2-Azafulvene Prototropisomer
摘要：
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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关键词：
Aza Compounds Cyclopentanes Pyrroles Heterocyclic Compounds, 3-Ring Molecular Structure Stereoisomerism
DOI：
10.1021/ja400473v
被引量：
年份：
2013
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