Synthetic Transformations of Higher Terpenoids: IX. Nitrogen-Containing Heterocyclic Compounds on the Basis of Lambertianic Acid |
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| Authors: | S V Chernov E E Shul’ts M M Shakirov I Yu Bagryanskaya Yu V Gatilov G A Tolstikov |
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| Institution: | (1) Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090, Russia |
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| Abstract: | Oxidation of lambertianic acid methyl ester and methyl 15,16-epoxy-17-hydroxylabda-13(16)14-dien-18-oate gave 17-nor-8-oxo-, 8,12-epoxy-17-hydroxy-, and 8-formyl-17-norlabdadienoic acid esters which were subjected to reductive amination, and the subsequent intramolecular aminomethylation of 17-nor-8(R)-methylamino- and 17-methylaminolabdadienoates with formaldehyde afforded new polycyclic compounds, furoazocine and furoazonine derivatives.__________Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 4, 2005, pp. 547–556.Original Russian Text Copyright © 2005 by Chernov, Shul’ts, Shakirov, Bagryanskaya, Gatilov, Tolstikov.For communication VIII, see 1]. |
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