This article is cited in 10 papers

The Povarov reaction of ethyl (18-carbomethoxyabieta-8,11,13-triene-12-imino)glyoxylate with electron-donating dienophiles

A. V. Tarantin^a, V. A. Glushkov^a, O. A. Mayorova^a, I. A. Shcherbinina^b, A. G. Tolstikov<sup>a

a</sup> Institute of Technical Chemistry, Ural Branch of the Russian Academy of Sciences, Perm, Russian Federation
^b Department of Chemistry, Perm State National Research University, Perm, Russian Federation

Abstract: Ethyl (18-carbomethoxyabieta-8,11,13-triene-12-imino)glyoxylate undergoes cyclization with ethyl vinyl ether or N-vinylpyrrolidone to 3-ethoxycarbonyl-5-isopropyl-9-methoxycarbonyl-9,12a-dimethyl-7,8,8a,9,10,11,12,12a-octahydronaphtho[1,2-f]-quinoline under BF₃·OEt₂ catalysis; the corresponding reaction with cyclopentadiene proceeds with moderate diastereoselectivity at −20°C.

Language: English

DOI: 10.1016/j.mencom.2008.07.005

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