Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 82, Issue 23, Pages 12377-12385Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b02141
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A new cyclopropane-containing sesquiterpenoid, phellilane L (1), was isolated from the medicinal mushroom Phellinus linteus (Meshimakobu in Japanese), a member of the Hymenochaetaceae family and a well-known fungus that is widely used in East Asia. The planar structure of 1 was determined on the basis of spectroscopic analysis. The authors achieved the first total synthesis of 1. Our protecting group-free synthesis features a highly stereoselective one-pot synthesis involving an intermolecular alkylation/cyclization/lactonization strategy for construction of the key cyclopropane-gamma-lactone intermediate. Additionally, our synthesis determined the absolute configuration of phellilane L (1).
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