Abstract:
The isomerization of (–)-cis-verbenol epoxide in the presence of K10 clay forms optically active 2-(2,2-dimethylcyclopent- 3-enyl)-2-hydroxypropanal as one of the products.
Document Type:
Article
Language: English
Citation:
O. V. Ardashov, I. V. Il'ina, D. V. Korchagina, K. P. Volcho, N. F. Salakhutdinov, “Unusual α-hydroxyaldehyde with a cyclopentane framework from verbenol epoxide”, Mendeleev Commun., 17:5 (2007), 303–305
Linking options:
https://www.mathnet.ru/eng/mendc3467
https://www.mathnet.ru/eng/mendc/v17/i5/p303
This publication is cited in the following 24 articles:
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Nariman F. Salakhutdinov, Konstantin P. Volcho, Olga I. Yarovaya, “Monoterpenes as a renewable source of biologically active compounds”, Pure and Applied Chemistry, 89:8 (2017), 1105
Oksana S. Patrusheva, Vladimir V. Zarubaev, Anna A. Shtro, Yana R. Orshanskaya, Sergey A. Boldyrev, Irina V. Ilyina, Svetlana Yu. Kurbakova, Dina V. Korchagina, Konstantin P. Volcho, Nariman F. Salakhutdinov, “Anti-influenza activity of monoterpene-derived substituted hexahydro-2 H -chromenes”, Bioorganic & Medicinal Chemistry, 24:21 (2016), 5158
Ekaterina Nazimova, Alla Pavlova, Oksana Mikhalchenko, Irina Il'ina, Dina Korchagina, Tat'yana Tolstikova, Konstantin Volcho, Nariman Salakhutdinov, “Discovery of highly potent analgesic activity of isopulegol-derived (2R,4aR,7R,8aR)-4,7-dimethyl-2-(thiophen-2-yl)octahydro-2H-chromen-4-ol”, Med Chem Res, 25:7 (2016), 1369
Oleg V. Ardashov, Yuliya S. Demidova, Dina V. Korchagina, Konstantin P. Volcho, Irina L. Simakova, Nariman F. Salakhutdinov, “The First Synthesis of (4S,5R,6R)‐5,6‐Dihydroxy‐4‐(prop‐1‐en‐2‐yl)cyclohex‐1‐ene‐1‐carboxylic Acid”, Helvetica Chimica Acta, 98:10 (2015), 1442
Martina Stekrova, Päivi Mäki-Arvela, Narendra Kumar, Erfan Behravesh, Atte Aho, Quentin Balme, Konstantin P. Volcho, Nariman F. Salakhutdinov, Dmitry Yu. Murzin, “Prins cyclization: Synthesis of compounds with tetrahydropyran moiety over heterogeneous catalysts”, Journal of Molecular Catalysis A: Chemical, 410 (2015), 260
Alexandra Torozova, Päivi Mäki-Arvela, Atte Aho, Narendra Kumar, Annika Smeds, Markus Peurla, Rainer Sjöholm, Ivo Heinmaa, Dina V. Korchagina, Konstantin P. Volcho, Nariman F. Salakhutdinov, Dmitry Yu. Murzin, “Heterogeneous catalysis for transformation of biomass derived compounds beyond fuels: Synthesis of monoterpenoid dioxinols with analgesic activity”, Journal of Molecular Catalysis A: Chemical, 397 (2015), 48
Alla Pavlova, Oksana Mikhalchenko, Artem Rogachev, Irina Il'ina, Dina Korchagina, Yuriy Gatilov, Tat'yana Tolstikova, Konstantin Volcho, Nariman Salakhutdinov, “Synthesis and analgesic activity of stereoisomers of 2-(3(4)-hydroxy-4(3)-methoxyphenyl)-4,7-dimethyl-3,4,4a,5,8,8a-hexahydro-2H-chromene-4,8-diols”, Med Chem Res, 24:11 (2015), 3821
Svetlana Kurbakova, Irina Il'ina, Alla Pavlova, Dina Korchagina, Olga Yarovaya, Tat'yana Tolstikova, Konstantin Volcho, Nariman Salakhutdinov, “Synthesis and analgesic activity of monoterpenoid-derived 2-aryl-4,4,7-trimethyl-4a,5,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-8-ols”, Med Chem Res, 23:4 (2014), 1709
Yu.S. Demidova, O.V. Ardashov, O.A. Simakova, I.L. Simakova, K.P. Volcho, N.F. Salakhutdinov, D.Yu. Murzin, “Isomerization of bicyclic terpene epoxides into allylic alcohols without changing of the initial structure”, Journal of Molecular Catalysis A: Chemical, 388-389 (2014), 162
Konstantin P. Volcho, Vladimir I. Anikeev, Supercritical Fluid Technology for Energy and Environmental Applications, 2014, 69
O. V. Ardashov, K. P. Volcho, N. F. Salakhutdinov, “Synthesis of hydroxy derivatives of limonene”, Russian Chem. Reviews, 83:4 (2014), 281–298
O. V. Ardashov, E. V. Khaid, O. S. Mikhal'chenko, D. V. Korchagina, K. P. Volcho, N. F. Salakhutdinov, “First synthesis of p-mentha-1,8-diene triol”, Russ Chem Bull, 62:1 (2013), 171
Martina Stekrova, Narendra Kumar, Päivi Mäki-Arvela, Atte Aho, Johan Linden, Konstantin P. Volcho, Nariman F. Salakhutdinov, Dmitry Yu. Murzin, “Opening of monoterpene epoxide to a potent anti-Parkinson compound of para-menthane structure over heterogeneous catalysts”, Reac Kinet Mech Cat, 110:2 (2013), 449
Oksana Mikhalchenko, Irina Il'ina, Alla Pavlova, Ekaterina Morozova, Dina Korchagina, Tat'yana Tolstikova, Evgeny Pokushalov, Konstantin Volcho, Nariman Salakhutdinov, “Synthesis and analgesic activity of new heterocyclic compounds derived from monoterpenoids”, Med Chem Res, 22:6 (2013), 3026
Oleg V. Ardashov, Alla V. Pavlova, Dina V. Korchagina, Konstantin P. Volcho, Tat'yana G. Tolstikova, Nariman F. Salakhutdinov, “Antiparkinsonian activity of some 9-N-, O-, S- and C-derivatives of 3-methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol”, Bioorganic & Medicinal Chemistry, 21:5 (2013), 1082
I. V. Il'ina, E. A. Koneva, D. V. Korchagina, G. E. Sal'nikov, A. M. Genaev, K. P. Volcho, N. F. Salakhutdinov, “Chiral schiff bases synthesized from terpenes of pinane series in asymmetric metall complex oxidation of sulfides”, Russ J Org Chem, 48:2 (2012), 214
Oleg V. Ardashov, Alla V. Pavlova, Irina V. Il'ina, Ekaterina A. Morozova, Dina V. Korchagina, Elena V. Karpova, Konstantin P. Volcho, Tat'yana G. Tolstikova, Nariman F. Salakhutdinov, “Highly Potent Activity of (1R,2R,6S)-3-Methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol in Animal Models of Parkinson's Disease”, J. Med. Chem., 54:11 (2011), 3866
Irina V. Il'ina, Konstantin P. Volcho, Oksana S. Mikhalchenko, Dina V. Korchagina, Nariman F. Salakhutdinov, “Reactions of Verbenol Epoxide with Aromatic Aldehydes Containing Hydroxy or Methoxy Groups in the Presence of Montmorillonite Clay”, Helvetica Chimica Acta, 94:3 (2011), 502
T. G. Tolstikova, A. V. Pavlova, Ye. A. Morozova, O. V. Ardashov, I. V. Il'ina, K. P. Volcho, N. F. Salakhutdinov, G. A. Tolstikov, “A highly effective antiparkinsonian drug of a new structural type”, Dokl Biol Sci, 435:1 (2010), 398