SCHEDULED MAINTENANCE
We describe the conversion of 1,3-dimethyl-8-oxabicyclo[5.3.0]dec-3-ene-2,9-dione into 1,3-dimethyl-6-oxatricyclo[8.3.0.03,7]tridec-11-ene-2,5,13-trione (pseudoguaianolide skeleton) in eight steps. This completes a ten-stage synthesis of this system from the readily available 2,4-dimethyl-8-oxabicyclo[3.2.1]octan-3-one.
L. de Almeida Barbosa and J. Mann, J. Chem. Soc., Perkin Trans. 1, 1992, 337 DOI: 10.1039/P19920000337
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