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

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.

Bibliographic Details
Main Authors: Thomas W. Scully, Guy L. Plourde
Format: Article
Language:English
Published: MDPI AG 2013-01-01
Series:Molecules
Subjects:
Online Access:http://www.mdpi.com/1420-3049/18/1/1174