Collect. Czech. Chem. Commun. 2000, 65, 425-433
https://doi.org/10.1135/cccc20000425

Spirocyclization of Isatin with Chiral α-Aminothiols: Diastereoselective Synthesis of (-)- and (+)-4'-(Methoxycarbonyl)spiro[indoline-3,2'-thiazolidin]-2-one

Peter Kutschya,*, Mojmír Suchýa, Milan Dzurillaa, Pavel Pazderab, Mitsuo Takasugic and Vladimír Kováčikd

a Department of Organic Chemistry, Faculty of Natural Sciences, P. J. Šafárik University, Moyzesova 11, 041 67 Košice, Slovak Republic
b Department of Organic Chemistry, Faculty of Natural Sciences, Masaryk University, Kotlářská 2, 61 137 Brno, Czech Republic
c Division of Material Sciences, Graduate School of Environmental Earth Science, Hokkaido University, Sapporo 060-0810, Japan
d Institute of Chemistry, Slovak Academy of Sciences, Dúbravská cesta 9, 842 38 Bratislava, Slovak Republic

Individual author index pages


Other CCCC articles of these authors

  • Peter Kutschy*, Andrej Sýkora, Zuzana Čurillová, Mária Repovská, Martina Pilátová, Ján Mojžiš, Roman Mezencev, Pavel Pazdera and Tatiana Hromjáková
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  • Richard Čmelík and Pavel Pazdera*
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    2006, Vol. 71, Issue 5, pp. 650–666 [Abstract]
  • Martin Humeník*, Peter Kutschy, Vladimír Kováčik and Slávka Bekešová
    1,2-Anhydrosaccharides and 1,2-Cyclic Sulfites as Saccharide Donors in Convergent Synthesis of Glucopyranosyl-, Mannopyranosyl- and Ribofuranosylbenzocamalexin
    2005, Vol. 70, Issue 4, pp. 487–506 [Abstract]
  • Martin Humeník*, Peter Kutschy, Katarína Valková, Branislav Horváth, Vladimír Kováčik and Slávka Bekešová
    Synthesis of β-D-Glucopyranosides of 6-Substituted 2-(Indol-3-yl)benzothiazoles
    2005, Vol. 70, Issue 1, pp. 72–84 [Abstract]
  • Martin Humeník*, Milan Dzurilla, Peter Kutschy, Eva Solčániová, Vladimír Kováčik and Slávka Bekešová
    Synthesis of 1-Glycosyl Derivatives of Benzocamalexin
    2004, Vol. 69, Issue 8, pp. 1657–1674 [Abstract]
  • Peter Kutschy*, Marian Sabol, Renata Marušková, Zuzana Čurillová, Milan Dzurilla, Imrich Géci, Juraj Alföldi and Vladimír Kováčik
    A Linear Synthesis of 1-(β-D-Glucopyranosyl)brassinin, -brassenin A, -brassenin B and 9-(β-D-Glucopyranosyl)cyclobrassinin
    2004, Vol. 69, Issue 4, pp. 850–866 [Abstract]
  • Janka Záletová, Milan Dzurilla, Peter Kutschy*, Pavel Pazdera, Vladimír Kováčik, Juraj Aldölfi and Slávka Bekešová
    Synthesis of 4,6-Disubstituted-2-(1H-indol-3-yl)benzothiazoles
    2004, Vol. 69, Issue 2, pp. 453–460 [Abstract]
  • Richard Čmelík, Michal Čajan, Jaromír Marek and Pavel Pazdera*
    Syntheses and Structure Study on 3,3aλ4,4-Trithia-1-azapentalenes and Their 3-Oxa Analogues
    2003, Vol. 68, Issue 7, pp. 1243–1263 [Abstract]
  • Peter Kutschy*, Mojmír Suchý, Milan Dzurilla, Mitsuo Takasugi and Vladimír Kováčik
    A New Approach to Imidazo[1,5-a]indole Derivatives
    2000, Vol. 65, Issue 7, pp. 1163–1172 [Abstract]
  • Jiří Šibor, Dalimil Žůrek, Radek Marek, Michal Kutý, Otakar Humpa, Jaromír Marek and Pavel Pazdera*
    2-(3-Acylselenoureido)benzonitriles and 2-(3-Acylselenoureido)thiophene-3-carbonitriles. Preparation, Structure Elucidation, Cyclization and Retrocyclization Reactions
    1999, Vol. 64, Issue 10, pp. 1673–1695 [Abstract]
  • Milan Dzurilla*, Martin Ružinský, Peter Kutschy, Jalpa P. Tewari and Vladimír Kováčik
    Application of 2-Substituted Ethyl Isothiocyanates and 2-Aminothiols in the Synthesis of the Analogs of Indole Phytoalexin Camalexin
    1999, Vol. 64, Issue 9, pp. 1448–1456 [Abstract]
  • Peter Kutschy*, Milan Dzurilla, Mitsuo Takasugi and Adriana Sabová
    Synthesis of Some Analogs of Indole Phytoalexins Brassinin and Methoxybrassenin B and Their Positional Isomers
    1999, Vol. 64, Issue 2, pp. 348–362 [Abstract]
  • Milan Dzurilla, Peter Kutschy, Jalpa P. Tewari, Martin Ružinský, Stanislav Šenvický and Vladimír Kováčik
    Synthesis and Antifungal Activity of New Indolylthiazinone Derivatives
    1998, Vol. 63, Issue 1, pp. 94–102 [Abstract]
  • Oľga Hritzová, Gejza Suchár, Ivan Danihel and Peter Kutschy
    Solvent Effect on the Structure and Infrared Spectra of N-(3-Chloro-2-benzo[b]thienocarbonyl)-N'-ethylthiourea
    1996, Vol. 61, Issue 11, pp. 1620–1626 [Abstract]
  • Milan Dzurilla, Peter Kutschy, Ján Imrich and Stanislav Brtoš
    Hugershoff Reaction of N-1- or N-2-Naphthoyl-N'-monosubstituted and N',N'-Disubstituted Thiourea Derivatives
    1994, Vol. 59, Issue 12, pp. 2663–2676 [Abstract]
  • Vlastimír Ficeri, Peter Kutschy, Milan Dzurilla and Ján Imrich
    [3,3]- Versus [1,3]-Sigmatropic Rearrangement of O-Substituted Allyl N-Acylmonothiocarbamates
    1994, Vol. 59, Issue 12, pp. 2650–2662 [Abstract]
  • Marcel Török, Milan Dzurilla, Peter Kutschy, Ján Imrich, Ivan Danihel, Paul Rademacher and Heinz Bandmann
    Cyclohexylideneacetyl Isothiocyanate. Precursor for the Synthesis of 1,3-Thiazaspirocycloalkanes and 1,3-Diazaspirocycloalkanes
    1994, Vol. 59, Issue 5, pp. 1203–1210 [Abstract]
  • Dušan Koščík, Milan Dzurilla and Peter Kutschy
    New Preparation of 2-N-Alkyl(aryl)amino-5-methyl-4H-1,3-thiazin-4-ones and 3,4-Dihydro-5-methyl-2,4-dioxo-2H-1,3-thiazine
    1993, Vol. 58, Issue 4, pp. 893–901 [Abstract]
  • Peter Kutschy, Milan Dzurilla, Vlastimír Ficeri and Dušan Koščík
    New Synthesis of N-Acylurea Derivatives
    1993, Vol. 58, Issue 3, pp. 575–587 [Abstract]
  • Milan Dzurila, Peter Kutschy, Ján Imrich, Dušan Koščík and Robert Kraus
    Cyclization and oxidation of N-substituted phenyl-N’-(2-methyl-3-phenylpropenoyl)thioureas
    1991, Vol. 56, Issue 6, pp. 1287–1294 [Abstract]
  • Milan Dzurilla, Peter Kutschy, Dušan Koščík and Štefan Toma
    Intramolecular cyclization of O-alkyl-N-(3-phenylpropenoyl)thiocarbamates catalyzed by boron trifluoride
    1990, Vol. 55, Issue 3, pp. 710–717 [Abstract]
  • Oľga Hritzová, Peter Kutschy, Ján Imrich and Thomas Schöffmann
    Hydrogen bonds in N-(3-chloro-2-benzo[b]thienocarbonyl)- and N-(2-benzo[b]thienocarbonyl)-N'-monosubstituted thioureas
    1987, Vol. 52, Issue 11, pp. 2673–2679 [Abstract]
  • Milan Dzurilla, Peter Kutschy and Dušan Koščík
    A new method for preparation of 1-(4-substituted phenyl)-6-phenyl-2-thiouracils via cyclization of N-(4-substituted phenyl)-N'-3-phenylpropenoylthioureas and Dimroth rearrangement of 2-(4-substituted phenylimino)-6-phenyl-5,6-dihydro-4H-1,3-thiazin-4-ones
    1987, Vol. 52, Issue 9, pp. 2260–2265 [Abstract]
  • Peter Kutschy, Milan Dzurilla, Dušan Koščík and Pavol Kristian
    An advantageous synthesis of S-(2-propenyl) N-acylmonothiocarbamates by [3,3]-sigmatropic rearrangement of O-(2-propenyl) N-acylmonothiocarbamates
    1987, Vol. 52, Issue 7, pp. 1764–1772 [Abstract]
  • Peter Kutschy, Pavol Kristian, Milan Dzurilla, Dušan Koščík and Róbert Nádaskay
    Selectivity of nucleophilic addition to and substitution at isothiocyanatocarbonyl group. Reactions of 4-pentinoyl- and 2-(2-propinyl)-4-pentinoyl isothiocyanate with amines and methanol
    1987, Vol. 52, Issue 4, pp. 995–1005 [Abstract]
  • Milan Dzurilla, Ondrej Forgáč, Peter Kutschy, Pavol Kristian, Dušan Koščík and Ján Imrich
    Synthesis of 1,3-diazaspiro[5,5]undecanes and 1-thia-3-azaspiro[5,5]undec-2-enes by reaction of 2-cyanocyclohexylideneacetyl isothiocyanate with amines and sodium hydrogen sulfide
    1987, Vol. 52, Issue 4, pp. 989–994 [Abstract]
  • Peter Kutschy, Ján Imrich, Juraj Bernát, Pavol Kristian, Oľga Hritzová and Thomas Schöffmann
    Photocyclization of N-(3-chloro-2-benzo[b]thienocarbonyl)-N'-monosubstituted thioureas
    1986, Vol. 51, Issue 12, pp. 2839–2847 [Abstract]
  • Peter Kutschy, Ján Imrich, Juraj Bernát, Pavol Kristian and Iveta Fedoriková
    A study of photocyclization of O-alkyl N-(3-chloro-2-benzo[b]thienocarbonyl)monothiocarbamates
    1986, Vol. 51, Issue 9, pp. 2002–2012 [Abstract]
  • Peter Kutschy, Milan Dzurilla, Ladislav Kniežo, Juraj Bernát, Ján Imrich, Pavol Kristian and Róbert Nádaskay
    Reactions of 3-butine-2-methyl-2-ol with isothiocyanates
    1986, Vol. 51, Issue 5, pp. 1119–1126 [Abstract]
  • Michal Fedoroňko, Mária Petrušová and Vladimír Kováčik
    Kinetics and mechanism of base-catalysed aldolization of 1,3-dimethoxy-2-propanone
    1985, Vol. 50, Issue 10, pp. 2252–2259 [Abstract]
  • Gejza Suchár, Milan Dzurilla and Pavol Kristian
    A study of dipole moments of substituted isothiocyanates of 1,3-diphenyl-2-propen-1-one
    1984, Vol. 49, Issue 10, pp. 2382–2386 [Abstract]
  • Milan Dzurilla, Pavol Kristian, Ján Imrich and Juraj Štec
    Bromine oxidation of N-(3 or 4-substituted phenyl)-N'-3-phenylpropenoylthioureas
    1983, Vol. 48, Issue 11, pp. 3134–3139 [Abstract]
  • Peter Kutschy, Pavol Kristian, Miloslava Dandárová and Jaroslav Kováč
    Synthesis and reactions of cis-3-(2-furyl)propenoyl isocyanate
    1981, Vol. 46, Issue 5, pp. 1160–1166 [Abstract]
  • Peter Kutschy, Milan Dzurilla, Pavol Kristian and Kvetoslava Kutschyová
    Synthesis of 2-substituted 5-arylidenethiazolin-4-ones from α,β-unsaturated acyl isothiocyanates
    1981, Vol. 46, Issue 2, pp. 436–445 [Abstract]
  • Milan Dzurilla, Pavol Kristian and Peter Kutschy
    Synthesis of 2-amino-6-substituted 5,6-dihydro-4H-1,3-thiazin-4-ones from α,β-unsaturated acyl isothiocyanates
    1980, Vol. 45, Issue 11, pp. 2958–2964 [Abstract]
  • Ján Imrich, Pavol Kristian, Dušan Podhradský and Milan Dzurilla
    Kinetics of reactions of acyl isothiocyanates with amines
    1980, Vol. 45, Issue 8, pp. 2334–2342 [Abstract]
  • Peter Kutschy, Pavol Kristian, Milan Dzurilla and Jaroslav Kováč
    Reactions of α,β-unsaturated acyl isothiocyanates with phenylhydrazine
    1980, Vol. 45, Issue 6, pp. 1692–1703 [Abstract]
  • Alžbeta Kardošová, Jozef Rosík, Jozef Kubala and Vladimír Kováčik
    Structure of neutral oligosaccharides from the enzyme hydrolysate of polysaccharide of peach gum (Prunus persica (L.) BATSCH)
    1979, Vol. 44, Issue 7, pp. 2250–2254 [Abstract]
  • Pavol Kristian, Peter Kutschy and Milan Dzurilla
    Synthesis of 2,2,4-trisubstituted 2H-1,3-oxazetes from acyl isothiocyanates
    1979, Vol. 44, Issue 4, pp. 1324–1333 [Abstract]