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Natural Product Research
Formerly Natural Product Letters
Volume 17, 2003 - Issue 1
327
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Original Articles

Facile Protection of Phenols and Hydroxypyridines: Key Components of Natural Products - A New Pathway to Orellanine

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Pages 41-46 | Published online: 27 Oct 2010
 

Abstract

The (1,3,6-trioxa-heptyl) aromatic compounds are easily prepared from various phenols and hydroxypyridines. Protection by 2-methoxyethoxymethyl chloride (MEM-Cl) was achieved by phase transfer catalysis with Aliquat 336®, subsequent removal of the protecting group was completed with Amberlyst 15 ® . The 2-bromo-3-hydroxy-pyridine 3o constitutes the appropriate starting material for the synthesis of orellanine, the most potent nephrotoxin found in some Cortinarius mushrooms species.

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