Diastereoselective synthesis of 5-hydroxy-8-methoxy-1-oxaspiro[5,5]undeca- 7,10-diene-9-one

Article abstract of DOI:10.3390/molecules18011174

A short five steps synthesis of the title compound from vanillin is described. The racemic spiroether 7 was obtained in 61% yield and in >99% diastereomeric excess (by 1H-NMR) from the corresponding phenolic derivative 3 by oxidation with lead (IV) acetate.