Abstract:
The reactions of isosteviol methyl ester 1 with 1,3-dibromopropane, 1,2-dibromoethane and 1-bromopropane give rise to 15-bromoisosteviol methyl ester 2.
Document Type:
Article
Language: English
Citation:
V. A. Alfonsov, O. V. Andreeva, G. A. Bakaleynik, D. V. Beskrovny, V. E. Kataev, G. I. Kovyljaeva, I. A. Litvinov, O. I. Militsina, “Unexpected bromination reaction of isosteviol methyl ester with bromoalkanes”, Mendeleev Commun., 13:5 (2003), 234–235
Linking options:
https://www.mathnet.ru/eng/mendc4038
https://www.mathnet.ru/eng/mendc/v13/i5/p234
This publication is cited in the following 14 articles:
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Indranirekha Saikia, Arun Jyoti Borah, Prodeep Phukan, “Use of Bromine and Bromo-Organic Compounds in Organic Synthesis”, Chem. Rev., 116:12 (2016), 6837
Christina Lohoelter, Magdalena Weckbecker, Siegfried R. Waldvogel, “(–)‐Isosteviol as a Versatile Ex‐Chiral‐Pool Building Block for Organic Chemistry”, Eur J Org Chem, 2013:25 (2013), 5539
E. Kataev, R. N. Khaybullin, R. R. Sharipova, I. Yu. Strobykina, “Ent-kaurane diterpenoids and glycosides: Isolation, properties, and chemical transformations”, Ref. J. Chem., 1:2 (2011), 93
V. L. Mamedova, K. A. Nikitina, V. A. Al′fonsov, “Isosteviol acylphosphonates”, Russ Chem Bull, 58:1 (2009), 244
R. Z. Musin, V. M. Babaev, I. Yu. Strobykina, V. E. Kataev, V. I. Gavrilov, R. R. Musin, “Mass spectra of isosteviol derivatives: I. Fragmentation of isosteviol derivatives having a Schiff base fragment on C4 under electron impact”, Russ J Gen Chem, 79:11 (2009), 2377
Ya Wu, Jing-Hua Yang, Gui-Fu Dai, Cong-Jun Liu, Guo-Qiang Tian, Wen-Yan Ma, Jing-Chao Tao, “Stereoselective synthesis of bioactive isosteviol derivatives as α-glucosidase inhibitors”, Bioorganic & Medicinal Chemistry, 17:4 (2009), 1464
O. I. Militsina, I. Yu. Strobykina, G. I. Kovylyaeva, G. A. Bakaleinik, V. E. Kataev, A. T. Gubaidullin, R. Z. Musin, A. G. Tolstikov, “Synthesis of Schiff bases on the basis of the isosteviol terpenoid”, Russ J Gen Chem, 77:2 (2007), 285
O. V. Andreeva, O. I. Militsina, G. I. Kovylyaeva, M. G. Korochkina, I. Yu. Strobykina, G. A. Bakaleinik, V. A. Al'fonsov, V. E. Kataev, R. Z. Musin, “Alkylation of the isosteviol terpenoid and its oxime with dibromoalkanes in the KOH-DMSO system”, Russ J Gen Chem, 77:3 (2007), 469
V. E. Kataev, A. P. Timosheva, A. I. Nugmanov, A. T. Gubaidullin, I. Yu. Strobykina, R. R. Shagidullin, L. V. Avvakumova, O. I. Militsina, “Structure of 16-hydroxyisosteviol-derived dicarboxylic acid esters”, Russ J Gen Chem, 77:6 (2007), 1069
V. E. Kataev, O. I. Militsina, I. Yu. Strobykina, G. I. Kovylyaeva, R. Z. Musin, O. V. Fedorova, G. L. Rusinov, M. N. Zueva, G. G. Mordovskoi, A. G. Tolstikov, “Synthesis and anti-tuberculous activity of diesters based on isosteviol and dicarboxylic acids”, Pharm Chem J, 40:9 (2006), 473
Mayya Korochkina, Marco Fontanella, Alessandro Casnati, Arturo Arduini, Francesco Sansone, Rocco Ungaro, Shamil Latypov, Vladimir Kataev, Vladimir Alfonsov, “Synthesis and spectroscopic studies of isosteviol-calix[4]arene and -calix[6]arene conjugates”, Tetrahedron, 61:23 (2005), 5457
V. L. Mamedova, K. A. Nikitina, V. E. Kataev, V. A. Alfonsov, “Methyl ent-16α-dichlorophosphitobeyeran-19-oate as the first example of phosphorylated diterpenoid derivatives of the beyerane series”, Mendeleev Commun., 15:3 (2005), 98–99
Vladimir A. Alfonsov, Olga V. Andreeva, Galina A. Bakaleynik, Dmitry V. Beskrovny, Vladimir E. Kataev, Galina I. Kovyljaeva, Igor A. Litvinov, Olesya I. Militsina, Irina Yu. Strobykina, “Unexpected Bromination Reaction of Isosteviol Methyl Ester with Bromoalkanes.”, ChemInform, 35:11 (2004)