Synthesis and Dehydration of endo-2-(3-R-Isoxazol-5-yl)-1,7,7-trimethylbicyclo[2.2.1]heptan-exo-2-ols |
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| Authors: | N F Bondar' S S Koval'skaya R V Skupskaya F S Pashkovskii E A Dikusar N G Kozlov F A Lakhvich |
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| Institution: | (1) National Academy of Sciences of Belarus. Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus, Institute of Bioorganic Chemistry, ul. Surganova 13, Minsk, 220072, Belarus |
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| Abstract: | endo-2-Ethynyl-1,7,7-trimethylbicyclo2.2.1]heptan-exo-2-ol reacts with nitrile oxides, yielding endo-2-(3-R-isoxazol-5-yl)-1,7,7-trimethylbicyclo2.2.1]heptan-exo-2-ols. Treatment of the latter with methanesulfonyl chloride in pyridine leads to dehydration and formation of mixtures of the corresponding 1-(3-R-isoxazol-5-yl)-3,3-dimethyl-2-methylenebicyclo2.2.1]heptanes and 2-(3-R-isoxazol-5-yl)-1,7,7-trimethylbicyclo2.2.1]hept-2-enes at a ratio of 2:1. |
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