Organic letters

Biomimetic Synthesis of a New Class of Bacterial Signaling Molecules

JB Davis, JD Bailey, JK Sello

文献索引：Davis, Jesse B.; Bailey, J. Daniel; Sello, Jason K. Organic Letters, 2009 , vol. 11, # 14 p. 2984 - 2987

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被引用次数: 12

摘要

The first synthesis of a newly discovered class of bacterial signaling molecules from Streptomyces coelicolor has been developed. These molecules, known as the methylenomycin furans (MMFs), trigger production of the antibiotic methylenomycin. The synthesis features a scandium triflate-catalyzed domino reaction of β-ketoesters and dihydroxyacetone yielding 2, 3, 4-substituted furans. The proposed reaction sequence ( ...