Povarov Reaction of Glyoxylate Imines Derived from 12-Aminodehydroabietic Acid |
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| Authors: | A V Tarantin V A Glushkov K Yu Suponitskii A A Kudryashov O A Maiorova A G Tolstikov |
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| Institution: | 1.Institute of Technical Chemistry, Ural Division,Russian Academy of Sciences,Perm,Russia;2.Nesmeyanov Institute of Organometallic Compounds,Russian Academy of Sciences,Moscow,Russia;3.Perm State University,Perm,Russia |
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| Abstract: | Glyoxylate and arylglyoxal imines based on 12-aminodehydroabietic acid undergo hetero-Diels—Alder (Povarov) reaction with
ethyl vinyl ether, cyclopentadiene, and indene to give, respectively, methyl (8aR,9R,12aS)-3-aroyl-5-isopropyl–9,12a-dimethyl–7,8,8a,9,10,11,12,12a-octahydronaphtho1,2-f]quinoline-9-carboxylates, methyl (7R,10aS,10dR,13aS)-1-aroyl–3-isopropyl–7,10a-dimethyl–2,5,6,6a,7,8,9,10,10a,10d,13,13a-dodecahydro-1H-naphtho1,2-f]cyclopentac]quinoline-7-carboxylates, and methyl (6aS,11bS,11eS,15R,15aR)-6-aroyl–4-isopropyl–11e,15-dimethyl–2,5,6,6a,7,11b,11e,12,13,14,15,15a-1H-dodecahydroindeno2,1-c]-naphtho1,2-f]quinoline-15-carboxylates. |
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