Publication: Formation of 6-Methyl-7,11-diphenylheptaleno[1,2-c]furanones
Formation of 6-Methyl-7,11-diphenylheptaleno[1,2-c]furanones
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Jin, X., Linden, A., & Hansen, H. J. (2010). Formation of 6-Methyl-7,11-diphenylheptaleno[1,2-c]furanones. Helvetica Chimica Acta, 93(5), 934–945. https://doi.org/10.1002/hlca.200900458
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The dehydrogenation reaction of a mixture of heptalene-1,2- and heptalene-4,5-dimethanols 4a and 4b with basic MnO2 in AcOEt at room temperature led to the formation of the corresponding heptaleno[1,2-c]furan-1-one 6a and heptaleno[1,2-c]furan-3-one 7a (Scheme 2). Both products can be isolated by chromatography on silica gel. The methylenation of the furan-3-one 7a with 1 mol-equiv. of Tebbe's reagent at −25 to −30° afforded the 2-isopropenyl-5-methylheptalene-1-methanol 9a, instead of the expected 3,6-dimethylheptaleno[1,2-c]furan 8
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- Jin, X
- Hansen, H J
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Jin, X., Linden, A., & Hansen, H. J. (2010). Formation of 6-Methyl-7,11-diphenylheptaleno[1,2-c]furanones. Helvetica Chimica Acta, 93(5), 934–945. https://doi.org/10.1002/hlca.200900458
