CN
- Diastereoselective synthesis of 5-hydroxy-8-methoxy-1-oxaspiro[5,5]undeca-7,10-diene-9-one.
Diastereoselective synthesis of 5-hydroxy-8-methoxy-1-oxaspiro[5,5]undeca-7,10-diene-9-one.
Molecules (Basel, Switzerland) (2013-01-25)
Guy L Plourde, Thomas W Scully
PMID23344206
ABSTRACT
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.
MATERIALS
Product Number
Brand
Product Description
Supelco
Mettler-Toledo Calibration substance ME 51143093, Vanillin, traceable to primary standards (LGC)
Supelco
Vanillin melting point standard, Pharmaceutical Secondary Standard; Certified Reference Material
Vanillin, European Pharmacopoeia (EP) Reference Standard