Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 9, Issue 14, Pages 5201-5210Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c1ob05365e
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- University of Bath
- RCUK
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Electron-rich aryl ethers and phenols react with isoprene (2-methylbuta-1,3-diene) in the presence of catalytic Bi(OTf)(3) at 40 degrees C to afford the corresponding prenylated or 2,2-dimethylchroman products, respectively, in moderate to good yields. This transformation offers a convenient and expedient entry to prenylated derivatives of electron-rich aromatics that often display enhanced biological activities. The methodology has been employed in the efficient synthesis of a biologically active natural product and related compounds.
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