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- W2019433219 abstract "Ab initio molecular orbital studies of adamantanone (1), 5-azaadamantanone (2), and 5-azaadamantanone N-oxide (3) show that 2 and 3 have distorted structures. The torsional angle τOCCαCβ in the C2v symmetric adamantanone 1 is 120.6°. τOCCαCβ is 124.0° in the piperidinedione ring of 3 and 117.8° in the cyclohexanone ring of 3, indicating a significant distortion. The corresponding values for 2 are 122.5° and 120.3° indicating a slightly distorted structure. These structural results are consistent with the previously observed π-facial selectivity in NaBH4 reduction of 2 and 3, but contradict with the suggestion that they are symmetrical." @default.
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- W2019433219 title "Distortion in the Structures of 5-Azaadamantanone and Its <i>N</i>-Oxide: Implication on Diastereofacial Selectivity" @default.
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- W2019433219 doi "https://doi.org/10.1021/jo9517297" @default.
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