Base catalysed rearrangements of 4-hydroxyphenyl allyl ethers: syntheses of alliodorin and alliodorol

LM Harwood, AJ Oxford, C Thomson

Index: Harwood; Oxford; Thomson Journal of the Chemical Society - Series Chemical Communications, 1991 , # 18 p. 1303 - 1305

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Abstract

The 4-hydroxyphenyl allyl ethers in refluxing aqueous methanol in the presence of KOH and oxygen furnish 2-substituted 1, 4-dihydroxybenzene derivatives; products and are derived base catalysed Claisen rearrangement, whereas presence of 3′-substitution on the allylic moiety disfavours this pathway, leading to fo