Collect. Czech. Chem. Commun. 1987, 52, 493-500
https://doi.org/10.1135/cccc19870493

A-nor-derivatives of 19β,28-epoxy-18α-oleanane: Preparation and stereochemistry

Jiří Klinot, Jiří Rozen, Eva Klinotová and Alois Vystrčil

Department of Organic Chemistry, Charles University, 128 40 Prague 2

Individual author index pages


Other CCCC articles of these authors

  • Martin Dračínský, Václav Richtr, Václav Křeček, Jan Sejbal, Jiří Klinot and Miloš Buděšínský*
    Preparation and Conformational Study of 19β,28-Epoxy-18α-olean-5-ene Derivatives
    2006, Vol. 71, Issue 3, pp. 387–410 [Abstract]
  • Iva Tišlerová*, Václav Richtr and Jiří Klinot
    Conformation Study of A-Ring in 19β,28-Epoxy-2-fluoro-18α-oleananes
    2006, Vol. 71, Issue 3, pp. 368–386 [Abstract]
  • Iva Tišlerová*, Eva Klinotová, Jiří Klinot, Jan Sejbal, Martin Rejzek and Stanislav Hilgard
    Preparation of E-Secolupane Acids and Lactones
    2003, Vol. 68, Issue 4, pp. 751–778 [Abstract]
  • Eva Klinotová*, Jitka Čermáková, Martin Rejzek, Václav Křeček, Jan Sejbal, Petr Olšovský and Jiří Klinot
    Reaction of 18β,19β-Epoxylupan-21-one Derivatives with Acids: A Way to 21,22-Disubstituted Lup-18-ene Triterpenoids
    1999, Vol. 64, Issue 2, pp. 329–347 [Abstract]
  • Jan Sejbal, Jiří Klinot, Miloš Buděšínský and Jiří Protiva
    Functionalization of Lupane-3β,28-diyl Diacetate with Chromium(VI) Oxide. Part 2
    1997, Vol. 62, Issue 12, pp. 1905–1918 [Abstract]
  • Eva Klinotová, Václav Křeček, Jiří Klinot, Magdalena Endová, Jana Eisenreichová, Miloš Buděšínský and Martin Štícha
    Glycosylation of Triterpene Alcohols and Acids of the Lupane and A-Secolupane Series
    1997, Vol. 62, Issue 11, pp. 1776–1798 [Abstract]
  • Jiří Protiva, Thi Thu Huong Nguyen, Jiří Urban and Eva Klinotová
    Reactions of 21-Acetoxy-16α,17α-epoxypregn-4-ene-3,20-dione with Nitrogen-Containing Nucleophilic Agents
    1997, Vol. 62, Issue 7, pp. 1095–1104 [Abstract]
  • Thi Thu Huong Nguyen, Jiří Protiva, Eva Klinotová, Jiří Urban and Miroslav Protiva
    Synthesis of 24-(Piperidin-1-yl, Morpholin-4-yl and 4-Methylpiperazin-1-yl)-5β-cholan-3α-ols and Four Hydroxylated 23-(4,5-Dihydroimidazol-2-yl)-24-nor-5β-cholanes
    1997, Vol. 62, Issue 3, pp. 471–478 [Abstract]
  • Jan Sejbal, Jiří Klinot and Miloš Buděšínský
    Functionalization of Lupane with Chromium(VI) Oxide. A Remark on the Structure of Clerodone
    1996, Vol. 61, Issue 9, pp. 1371–1379 [Abstract]
  • Jan Sejbal, Jiří Klinot and Miloš Buděšínský
    Oleanane Triterpenoids Functionalized at C-25 and C-26
    1996, Vol. 61, Issue 9, pp. 1360–1370 [Abstract]
  • Václav Křeček, Stanislav Hilgard, Miloš Buděšínský and Alois Vystrčil
    E-Homolupane Derivatives Substituted in Position 17 and 22a. 1H NMR, 13C NMR and IR Spectra
    1995, Vol. 60, Issue 4, pp. 619–635 [Abstract]
  • Thi Thu Huong Nguyen, Jiří Urban, Eva Klinotová, Jan Sejbal, Jiří Protiva, Pavel Drašar and Miroslav Protiva
    Synthesis of Several Hydroxylated 23-(Benzimidazol-2-yl-, Benzoxazol-2-yl and Benzothiazol-2-yl)norcholanes and Some Related Compounds
    1995, Vol. 60, Issue 2, pp. 257–275 [Abstract]
  • Magdalena Endová, Eva Klinotová, Jan Sejbal, Bohumil Máca, Jiří Klinot and Jiří Protiva
    Preparation of 2,3-Secodiacids of the Lupane Series
    1994, Vol. 59, Issue 6, pp. 1420–1429 [Abstract]
  • Jiří Novotný, Jaroslav Podlaha and Jiří Klinot
    Crystal Structure and Conformation of Ring A of 2β-Bromo-19β,28-epoxy-18α-oleanan-3-one
    1993, Vol. 58, Issue 11, pp. 2737–2744 [Abstract]
  • Jiří Protiva, Václav Křeček, Luděk Vlk, Hana Malinová, Eva Klinotová, Bohumil Máca and Jiří Urban
    Indirect Iodination of Estrogenes via Triazenes
    1993, Vol. 58, Issue 11, pp. 2729–2736 [Abstract]
  • Eva Klinotová, Martin Rejzek, Hana Zůnová, Jan Sejbal, Jiří Klinot and Jiří Urban
    Oxidation of 3β,28-Diacetoxy-18-lupen-21-one with Peroxy Acids: A Way to Des-E-lupane Derivatives
    1993, Vol. 58, Issue 10, pp. 2505–2516 [Abstract]
  • Eva Klinotová, Jiří Klinot, Václav Křeček, Stanislav Hilgard, Miloš Buděšínský and Jan Malát
    Structure of Dimeric Compounds Obtained from 3β-Acetoxy-21,22-dioxo-18α,19βH-ursan-28,20β-olide
    1993, Vol. 58, Issue 7, pp. 1675–1691 [Abstract]
  • Eva Klinotová, Jiří Klinot, Václav Křeček, Miloš Buděšínský and Bohumil Máca
    21,22-Disubstituted 18α,19βH-Ursane Derivatives with Oxabicyclooctane System in Ring E
    1993, Vol. 58, Issue 1, pp. 173–190 [Abstract]
  • Václav Křeček, Miloš Buděšínský and Alois Vystrčil
    Preparation of 20R and 20S Acetylamino-30-norlupane Derivatives
    1992, Vol. 57, Issue 3, pp. 556–564 [Abstract]
  • Jan Sejbal, Jiří Klinot, Miloš Buděšínský and Jiří Protiva
    Functionalization of 3β,28-lupanediol diacetate with chromium(VI) oxide
    1991, Vol. 56, Issue 12, pp. 2936–2949 [Abstract]
  • Eva Klinotová, Václav Křeček, Jiří Klinot, Miloš Buděšínský, Jaroslav Podlaha, Jana Podlahová and Jiří Ječný
    An unusual reaction of a bridged triterpenoid α-diketone with acetic anhydride
    1991, Vol. 56, Issue 12, pp. 2917–2935 [Abstract]
  • Jan Sejbal, Jiří Klinot and Miloš Buděšínský
    Photolyses and pyrolyses of triterpenoid nitrites
    1991, Vol. 56, Issue 8, pp. 1732–1743 [Abstract]
  • Jiří Klinot, Stanislav Hilgard, Jakub Krijt and Petr Olšovský
    Infrared spectra of 2α-substituted 3-oxotriterpenoids and conformation of ring A
    1991, Vol. 56, Issue 5, pp. 966–972 [Abstract]
  • Alois Vystrčil, Václav Křeček, Jiří Protiva and Miloš Buděšínský
    Anhydrobetulin and its derivatives
    1991, Vol. 56, Issue 4, pp. 886–904 [Abstract]
  • Jiří Klinot, Miloš Buděšínský and Jarmil Světlý
    Conformation of ring A in triterpenoid and 4,4-dimethylsteroid 3-ketones. Chemical shifts of methyl protons and lanthanide and benzene induced shifts
    1990, Vol. 55, Issue 3, pp. 766–781 [Abstract]
  • Miloš Buděšínský and Jiří Klinot
    Conformation of ring A in triterpenoid ketones. Carbon-13 chemical shifts and spin-lattice relaxation times of lupane and 18α-oleanane derivatives
    1989, Vol. 54, Issue 7, pp. 1928–1939 [Abstract]
  • Jan Sejbal, Eva Klinotová, Markéta Bludská, Jiří Klinot and Miloš Buděšínský
    Conversion of betulin into careyagenolide (2α,3β-dihydroxy-18α,19βH-ursan-28,20β-olide)
    1989, Vol. 54, Issue 4, pp. 1036–1042 [Abstract]
  • Jiří Klinot, Jaroslav Podlaha, Jana Podlahová, Stanislav Hilgard and Eva Klinotová
    Conformation of ring A of 19β,28-epoxy-18α-oleanan-3-one in solution and in the solid state. Crystal structure and carbon-deuterium stretching frequencies
    1989, Vol. 54, Issue 3, pp. 737–750 [Abstract]
  • Jiří Klinot, Jaroslav Podlaha, Jana Podlahová, Karel Malý and Václav Petříček
    Conformation of ring A in 3-oxotriterpenoids. sofa conformation in 3-oxolupane-28-nitrile crystal
    1989, Vol. 54, Issue 3, pp. 725–736 [Abstract]
  • Jiří Klinot, Jiří Liška, Alena Forgáčová, Miloš Buděšínský, Jiří Protiva, Stanislav Hilgard and Alois Vystrčil
    Acid-catalyzed rearrangements of an A(1)-nor-triterpenoid 2α,3α-epoxide
    1989, Vol. 54, Issue 2, pp. 413–429 [Abstract]
  • Jiří Klinot, Jan Sejbal and Alois Vystrčil
    Triterpenoid 2,3-ketols, diols and their acetates: Preparation and conformation of the ring A
    1989, Vol. 54, Issue 2, pp. 400–412 [Abstract]
  • Jan Sejbal, Jiří Klinot and Alois Vystrčil
    Photolysis of 19β,28-epoxy-18α-oleanan-2β-ol nitrites: Functionalization of 10β- and 8β-methyl groups
    1988, Vol. 53, Issue 1, pp. 118–131 [Abstract]
  • Eva Klinotová, Helena Pavlíková, Martina Pressová, Hana Chodounská, Jiří Klinot, Jiří Protiva and Alois Vystrčil
    E-seco-Acids of pentacyclic triterpenoids. Oxidative cleavage of ring E in 3β-acetoxy-21-oxo-18α,19βH-ursan-28→20β-olide
    1987, Vol. 52, Issue 11, pp. 2744–2752 [Abstract]
  • Jan Sejbal, Jiří Klinot and Alois Vystrčil
    Reaction of 3-keto and 2-ketotriterpenoids with 3-chloroperoxybenzoic acid in aliphatic alcohols. A new method of preparation of α-hydroxy ketones
    1987, Vol. 52, Issue 4, pp. 1052–1061 [Abstract]
  • Jiří Protiva, Rudolf Očadlík, Eva Klinotová, Jiří Klinot and Alois Vystrčil
    Ethylene dithioketals in ring a of 19β,28-epoxy-18α-oleanane; Mass spectra and reduction with deuterated Raney-nickel
    1987, Vol. 52, Issue 2, pp. 501–507 [Abstract]
  • Jan Sejbal, Jiří Klinot and Alois Vystrčil
    Oxidation of 3β,28-lupanediol diacetate and lupane with peroxyacetic acid
    1987, Vol. 52, Issue 2, pp. 487–492 [Abstract]
  • Jiří Klinot, Jarmil Světlý, Eva Klinotová, Miloš Buděšínský and Alois Vystrčil
    Preparation of isomeric 2-methyl-1-oxotriterpenoids of the 18α-oleanane series; Conformation of ring A
    1986, Vol. 51, Issue 12, pp. 2869–2878 [Abstract]
  • Jiří Protiva, Eva Klinotová, Jiří Klinot, Miroslav Kušiak and Alois Vystrčil
    Reduction of triterpenoid ketones by chloroiridic acid and trimethyl phosphite
    1986, Vol. 51, Issue 9, pp. 2029–2033 [Abstract]
  • Jiří Klinot, Milan Jirsa, Eva Klinotová, Karel Ubik and Jiří Protiva
    Isolation of (23R) 3α, 7α,23-trihydroxy-5β-cholan-24-oic (β-phocaecholic) acid from duck bile. 1H NMR spectra of its derivatives
    1986, Vol. 51, Issue 8, pp. 1722–1730 [Abstract]
  • Jiří Protiva, Jaroslav Pecka, Eva Klinotová and Miloš Procházka
    Synthesis of 16-(4-iodophenyl)hexadecanoic acid
    1986, Vol. 51, Issue 4, pp. 872–878 [Abstract]
  • Václav Křeček, Jiří Protiva, Miloš Buděšínský, Eva Klinotová and Alois Vystrčil
    Preparation of C(18)-empiric 20,29,30-trinorlupane derivatives. 1H, 13C NMR and mass spectra
    1986, Vol. 51, Issue 3, pp. 621–635 [Abstract]
  • Jiří Klinot, Václav Všetečka, Eva Klinotová and Alois Vystrčil
    Conformation of ring A in 3-oxotriterpenoids. Dipole moments and CD spectra
    1986, Vol. 51, Issue 3, pp. 611–620 [Abstract]
  • Jiří Klinot, Miloš Buděšínský, Eva Klinotová and Alois Vystrčil
    Conformation of the A ring in 1-oxo and 3-oxotriterpenoids. Vicinal interproton coupling constants
    1986, Vol. 51, Issue 3, pp. 593–610 [Abstract]
  • Alois Vystrčil, Václav Křeček, Miloš Buděšínský and Jiří Protiva
    Isomeric oximes of 30-norlupan-20-one and its derivatives
    1986, Vol. 51, Issue 3, pp. 581–592 [Abstract]
  • Jan Sejbal, Jiří Klinot, Jiří Protiva and Alois Vystrčil
    Reactions of triterpenoid ketones with sulfur and morpholine under the conditions of Willgerodt-Kindler reaction
    1986, Vol. 51, Issue 1, pp. 118–127 [Abstract]
  • Jiří Klinot, Jarmil Světlý, Eva Klinotová and Alois Vystrčil
    Preparation of isomeric 2-methyl-3-oxolupane-28-nitriles
    1985, Vol. 50, Issue 12, pp. 2918–2924 [Abstract]
  • Jan Sejbal, Jiří Klinot, Daniela Hrnčířová and Alois Vystrčil
    Oxidation of 19β,28-epoxy-18α-oleanan-3-one and -1-one with peracids
    1985, Vol. 50, Issue 12, pp. 2753–2759 [Abstract]
  • Eva Klinotová, Jiří Protiva, Jiří Klinot and Alois Vystrčil
    Reaction of 30-nor-18-lupene derivatives with bromine and peracids
    1984, Vol. 49, Issue 1, pp. 141–149 [Abstract]
  • Eva Klinotová, Jiří Klinot, Jiří Protiva, Jiří Urban and Alois Vystrčil
    Reaction of 30-nor-19(20)-lupene derivatives with bromine
    1983, Vol. 48, Issue 12, pp. 3444–3454 [Abstract]
  • Ján Galoci, Miloš Procházka and Eva Klinotová
    Pyrolysis of 2-acetoxycarboxylic acids
    1983, Vol. 48, Issue 6, pp. 1729–1733 [Abstract]
  • Alois Vystrčil, Václav Křeček and Miloš Buděšínský
    Elimination reaction of angular hydroxymethyl groups of 20(29)-lupene derivatives
    1983, Vol. 48, Issue 5, pp. 1499–1507 [Abstract]
  • Jiří Protiva, Václav Křeček, Josefa Křečková, Eva Klinotová and Alois Vystrčil
    The synthesis and the mass spectra of 28,29,30-trinoroleanane derivatives with a double bond in the ring E or D
    1983, Vol. 48, Issue 3, pp. 928–936 [Abstract]
  • Irena Valterová, Jiří Klinot and Alois Vystrčil
    Preparation and antibacterial activity of di-, tri- and tetraoic acids derived from 3,4-secolupane
    1983, Vol. 48, Issue 2, pp. 649–661 [Abstract]
  • Jiří Protiva, Luděk Lepša, Eva Klinotová, Jiří Klinot, Václav Křeček and Alois Vystrčil
    Homogeneous hydrogenation and deuteration of pentacyclic triterpenoids: Double bonds in side-chains
    1981, Vol. 46, Issue 11, pp. 2734–2741 [Abstract]
  • Jiří Protiva, Eva Klinotová, Hana Skorkovská and Alois Vystrčil
    Mass spectra of 18α,19βH-ursane derivatives with a lactone arrangement of the ring E
    1981, Vol. 46, Issue 4, pp. 1023–1030 [Abstract]
  • Jiří Protiva, Hana Skorkovská, Jiří Urban and Alois Vystrčil
    Triterpenes and steroids from ganoderma applanatum
    1980, Vol. 45, Issue 10, pp. 2710–2713 [Abstract]
  • Eva Klinotová, Hana Skorkovská, Jiří Protiva, Jiří Urban and Alois Vystrčil
    Isomerization of ketolactone of oxabicyclo[2.2.2]octane pattern in the E ring of ursane derivatives
    1980, Vol. 45, Issue 8, pp. 2351–2359 [Abstract]
  • Irena Valterová, Jiří Klinot and Alois Vystrčil
    3,4-Seco-3,28-lupanedioic acids substituted in the side chain at C(5)
    1980, Vol. 45, Issue 7, pp. 1964–1973 [Abstract]
  • Eva Klinotová, Hana Skorkovská, Jiří Protiva and Alois Vystrčil
    Structure and the properties of 18α,19βH-ursane derivatives with a lactone bridge to ring E
    1980, Vol. 45, Issue 5, pp. 1366–1378 [Abstract]
  • Jiří Klinot, Jarmil Světlý, Dagmar Kudláčková, Miloš Buděšínský and Alois Vystrčil
    Preparation of 2-methyl-3-oxo triterpenoids of 18α-oleanane series and the conformation of ring A
    1979, Vol. 44, Issue 1, pp. 211–225 [Abstract]
  • Vladimír Pouzar and Alois Vystrčil
    Preparation of 12,20-disubstituted lupane derivatives
    1979, Vol. 44, Issue 1, pp. 194–210 [Abstract]
  • Eva Klinotová, Stanislav Bosák and Alois Vystrčil
    The preparation of 19αH-lupeol acetate and its derivatives
    1978, Vol. 43, Issue 8, pp. 2204–2216 [Abstract]
  • Vladimír Pouzar and Alois Vystrčil
    Preparation of 29-acetoxy-30-norlupan-20-one derivatives with the substituted ring C
    1978, Vol. 43, Issue 8, pp. 2190–2203 [Abstract]