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Investigation of the regio-and stereoselectivity of the annelation reaction of cyclic schiff base with structurally asymmetrical β,β′-triketones. Synthesis and properties of 17-acetoxy-8-aza-D-homogona-12,17a-diones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Annelation ([2+4]-cyclocondensation) of 3,4-dihydroisoquinolines and 2-acetyl-4-acetoxycyclohexane-1,3-dione gives 17-acetoxy-8-aza-D-homogona-12,17a-diones as a mixture of the C(9),C(17)-stereoisomers with the (9R,17S: 9S,17R) racemic pair predominating.

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Institute of Bioorganic Chemistry, National Academy of Sciences of the Belorussian Republic, Minsk 220141; e-mail: prostan@ns.iboch.ac.by. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1092–1099, August, 2000.

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Gulyakevich, O.V., Zaitsev, V.G. & Mikhal'chuk, A.L. Investigation of the regio-and stereoselectivity of the annelation reaction of cyclic schiff base with structurally asymmetrical β,β′-triketones. Synthesis and properties of 17-acetoxy-8-aza-D-homogona-12,17a-diones. Chem Heterocycl Compd 36, 956–962 (2000). https://doi.org/10.1007/BF02256981

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