Oxidative Reactions of Azines. 11. The Influence of Manganese Dioxide on the Reaction of Tetrahydropyridines with Formaldehyde: Synthesis and Molecular Structures of 3-Oxa-7-azabicyclo[3.3.1]- and 6-Oxa-2-azabicyclo[3.2.1]octanes |
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| Authors: | A T Soldatenkov K B Polyanskii A V Temesgen N D Sergeeva V V Vysotskaya B B Averkiev M Yu Antipin N N Lobanov |
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| Institution: | (1) Russian People's Friendship University, Moscow, 117198;(2) A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Moscow, 117813 |
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| Abstract: | New derivatives of piperidino4,5-d]dioxane and 3-oxa-7-bicyclo3.3.1]nonane were obtained by the oxidatively catalysed condensation of 4-aryl-1,2,3,6-tetrahydropyridines with formaldehyde. The direction of this reaction is sharply altered in the presence of manganese dioxide to give 6-oxa-2-azabicylo3.2.1]octan-4-one — the product of the oxidative condensation of a new type. |
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| Keywords: | manganese dioxide oxabicycloalkanes tetrahydropyridines formaldehyde Prins reaction |
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