Journal
ORGANIC LETTERS
Volume 16, Issue 22, Pages 5886-5889Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol502849y
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- Fonds der Chemischen Industrie (FCI)
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The first total synthesis of muricadienin, the unsaturated putative precursor in the biosynthesis of trans- and cis-solamin is described. Key steps in the synthesis are a chemoselective hydroboration, a Z-selective Wittig reaction, and a Fries rearrangement for introducing the terminal alpha-substituted butenolide. Thus, muricadienin can be synthesized in 11 steps from commercially available starting materials in 42% overall yield.
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