Abstract:
The spontaneous resolution of conglomerates of a dibenzo analogue of Tröger's base 1 and aziridine 2, as well as the second-order asymmetric transformation of (±)-1 into a single enantiomer were carried out for the first time.
Document Type:
Article
Language: English
Citation:
R. G. Kostyanovsky, V. R. Kostyanovsky, G. K. Kadorkina, K. A. Lyssenko, “Asymmetric three-coordinated nitrogen compounds: spontaneous resolution and absolute asymmetric synthesis”, Mendeleev Commun., 13:3 (2003), 111–113
Linking options:
https://www.mathnet.ru/eng/mendc3979
https://www.mathnet.ru/eng/mendc/v13/i3/p111
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R. G. Kostyanovsky, G. K. Kadorkina, O. N. Krutius, I. I. Chervin, “2-Carbamoylaziridine (Leakadine): diastereoselective transformations and stereoelectronic effect*”, Chem Heterocycl Comp, 48:6 (2012), 869
Qasim M. Malik, Andrew B. Mahon, Donald C. Craig, Andrew C. Try, “Reaction of Tröger's base analogues with Vilsmeier reagents”, Tetrahedron, 67:44 (2011), 8509
Sergey Sergeyev, Sara Stas, Adrienne Remacle, Christophe M.L. Vande Velde, Bohumil Dolenský, Martin Havlík, Vladimír Král, Jan Čejka, “Enantioseparations of non-benzenoid and oligo-Tröger's bases by HPLC on Whelk O1 column”, Tetrahedron: Asymmetry, 20:16 (2009), 1918
A. N. Kravchenko, K. A. Lyssenko, I. E. Chikunov, P. A. Belyakov, M. M. Il'in, V. V. Baranov, Yu. V. Nelyubina, V. A. Davankov, T. S. Pivina, N. N. Makhova, M. Yu. Antipin, “4,5-Dihydroxyimidazolidin-2-ones in the α-ureidoalkylation reaction of N-(carboxyalkyl)-, N-(hydroxyalkyl)-, and N-(aminoalkyl)ureas 1. α-Ureidoalkylation of N-(carboxyalkyl)ureas”, Russ Chem Bull, 58:2 (2009), 395
Delphine Didier, Benoît Tylleman, Natacha Lambert, Christophe M.L. Vande Velde, Frank Blockhuys, Alain Collas, Sergey Sergeyev, “Functionalized analogues of Tröger's base: scope and limitations of a general synthetic procedure and facile, predictable method for the separation of enantiomers”, Tetrahedron, 64:27 (2008), 6252
D.A. Lenev, I.I. Chervin, K.A. Lyssenko, R.G. Kostyanovsky, “Adducts of Tröger bases and activated acetylenes: synthesis and structure”, Tetrahedron Letters, 48:19 (2007), 3363
Bohumil Dolenský, José Elguero, Vladimír Král, Carmen Pardo, Martin Valík, Advances in Heterocyclic Chemistry, 93, 2007, 1
R. G. Kostyanovsky, A. F. Pozharskii, G. K. Kadorkina, O. G. Nabiev, A. V. Degtyarev, O. R. Malyshev, “Spontaneous resolution of a chiral proton sponge”, Mendeleev Commun., 17:4 (2007), 214–215
Denis A. Lenev, Konstantin A. Lyssenko, Denis G. Golovanov, Volker Buss, Remir G. Kostyanovsky, “Bis‐ortho‐Substitution by Methyl Groups Dramatically Increases the Racemization Barrier of Tröger Bases”, Chemistry A European J, 12:24 (2006), 6412
Denis A. Lenev, Konstantin A. Lyssenko, Denis G. Golovanov, Oleg R. Malyshev, Pavel A. Levkin, Remir G. Kostyanovsky, “Absolute configuration of Tröger bases: an X-ray diffraction and circular dichroism study”, Tetrahedron Letters, 47:3 (2006), 319
R. G. Kostyanovsky, K. A. Lyssenko, G. K. Kadorkina, O. R. Prokopenko, “The first conglomerate in fluorinated asymmetric nitrogen compounds”, Mendeleev Commun., 16:3 (2006), 139–141
R. G. Kostyanovsky, O. R. Malyshev, K. A. Lyssenko, Yu. A. Strelenko, G. K. Kadorkina, V. R. Kostyanovsky, O. G. Nabiev, I. V. Fedyanin, “Stereochemistry of 1,2,4,5-tetraazanorbornanes and diaziridines: exciting history and news”, Mendeleev Commun., 14:6 (2004), 315–318
Vladimir Yu. Torbeev, Konstantin A. Lyssenko, Oleg N. Kharybin, Mikhail Yu. Antipin, Remir G. Kostyanovsky, “Lamellar Racemic Twinning as an Obstacle for the Resolution of Enantiomers by Crystallization: The Case of Me(All)N+(CH2Ph)Ph X- (X = Br, I) Salts”, J. Phys. Chem. B, 107:48 (2003), 13523
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