Next Article in Journal
Two Cerebrosides Isolated from the Seeds of Sterculia lychnophora and Their Neuroprotective Effect
Previous Article in Journal
A Facile Synthesis of Fully Protected meso-Diaminopimelic Acid (DAP) and Its Application to the Preparation of Lipophilic N-Acyl iE-DAP
Open AccessArticle

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

Department of Chemistry, University of Northern British Columbia, 3333 University Way, Prince George, BC V2N 4Z9, Canada
*
Author to whom correspondence should be addressed.
Molecules 2013, 18(1), 1174-1180; https://doi.org/10.3390/molecules18011174
Received: 13 December 2012 / Revised: 10 January 2013 / Accepted: 14 January 2013 / Published: 17 January 2013
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. View Full-Text
Keywords: synthesis; diastereoselective; spirolactone; spiroether; spirocompound; dienone; oxidation; lead tetraacetate synthesis; diastereoselective; spirolactone; spiroether; spirocompound; dienone; oxidation; lead tetraacetate
Show Figures

Figure 1

MDPI and ACS Style

Plourde, G.L.; Scully, T.W. Diastereoselective Synthesis of 5-Hydroxy-8-methoxy-1-oxaspiro[5,5]undeca-7,10-diene-9-one. Molecules 2013, 18, 1174-1180.

Show more citation formats Show less citations formats

Article Access Map by Country/Region

1
Only visits after 24 November 2015 are recorded.
Back to TopTop