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Synlett 1997; 1997(12): 1395-1396
DOI: 10.1055/s-1997-1037
DOI: 10.1055/s-1997-1037
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Synthesis of Fused Aromatic [1,3]Dioxoles from 2-Hydroxymethylphenols
Further Information
Publication History
Publication Date:
31 December 2000 (online)

The rearrangement of spiroepoxycyclohexadienones to benzo[1,3]dioxoles is best carried out in a non polar solvent (toluene, CCl4) in presence of TBDMSCl. Application to the synthesis of naphthalene and tetrahydronaphthalene derivatives is described.
2-hydroxymethylphenols - periodate oxidation - spirodienones - rearrangement - [1,3]dioxoles