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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.

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Pubblicato in:Molecules
Autori principali: Plourde, Guy L., Scully, Thomas W.
Natura: Artigo
Lingua:Inglês
Pubblicazione: MDPI 2013
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Accesso online:https://ncbi.nlm.nih.gov/pmc/articles/PMC6270225/
https://ncbi.nlm.nih.gov/pubmed/23344206
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.3390/molecules18011174
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