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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 (1)H-NMR) from the corresponding phenolic derivative 3 by oxidation with lead (IV) acetate.

Detalles Bibliográficos
Autores principales: Plourde, Guy L., Scully, Thomas W.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270225/
https://www.ncbi.nlm.nih.gov/pubmed/23344206
http://dx.doi.org/10.3390/molecules18011174