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a,b all-valence-electron molecular orbital calculations of total energy indicate that the 3,5-form is more stable than the 2,3-form by ca. 1.2 kcal/mol. Differences in overall stabilization arise because the 3-methyl group forces the 2-acetyl substituent to assume energetically unfavorable orientations: (a) Dewar, M. J. S.; Zoebisch, E. G.; Healy, E. F.; Stewart, J. J. P. J. Am. Chem. Soc. 1985, 107, 3902-3909.
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36
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85030197189
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note
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13C NMR δ 161.6, 121.3, 120.9, 116.4, 51.3, 11.6.
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