Ozonides with the tetrahydroquinoline and dehydroabietic fragments |
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| Authors: | A. G. Tolstikov R. G. Savchenko E. S. Lukina D. V. Nedopekin V. N. Odinokov |
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| Affiliation: | 1. Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, 141 prosp. Oktyabrya, 450075, Ufa, Russian Federation
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| Abstract: | Acid-catalyzed three-component condensation of methyl 12-aminodehydroabietate, aromatic aldehydes, and cyclopentadiene gave methyl (4R)-4-aryl-6-isopropyl-10,13a-dimethyl-3a,4,5,8,9,9a,10,11,12,13,13a,13d-dodecahydro-3H-cyclopenta[c]naphtho[1,2-f]quinoline-10-carboxylates and their (4S)-diastereomers. Ozonolysis of the double bond in their N-trifluoroacetyl derivatives synthesized from the (4R)-diastereomers afforded the corresponding ozonides with the (1S,4R,5aS,6R,11aR,12R,15aS,15dR)-configuration. |
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