[4+2]-Cyclodimer of sabinone: formation,crystal structure,and NMR spectra |
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Authors: | Suleimenov E. M. Raldugin V. A. Shakirov M. M. Bagryanskaya I. Yu. Gatilov Yu. V. Kulyjiasov A. T. Adekenov S. M. |
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Affiliation: | (1) Institute of Phytochemistry, Ministry of Education and Sciences of the Republic of Kazakhstan, 4 ul. M. Gazalieva, 470032 Karaganda, Kazakhstan;(2) N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent"eva, 630090 Novosibirsk, Russian Federation |
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Abstract: | Oxidation of (+)-sabinol, (1S,3R,5S)-1-isopropyl-4-methylidenebicyclo[3.1.0]hexan-3-ol, by active MnO2 afforded not the expected sabinone but only its [4+2]-cyclodimer. The molecular structure of the latter was established by X-ray diffraction analysis. The 1H and 13C NMR spectra of this cyclodimer were interpreted using 2D NMR spectroscopy. |
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Keywords: | (+)-sabinol (1S,3R,5S)-1-isopropyl-4-methylidenebicyclo[3.1.0]hexan-3-ol oxidation sabinone in situ [4+2]-cyclodimerization X-ray diffraction analysis 2D NMR spectroscopy |
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