Collect. Czech. Chem. Commun. 1984, 49, 834-839
https://doi.org/10.1135/cccc19840834

(3R)-5-Azatricyclo[4.3.1.03,8]decan-4-one, a lactam with a non-planar cis-amide group: Synthesis, geometry and chiroptical properties

Miloš Tichý, Ahmed M. Farag, Petr Maloň, Petr Kálal and Karel Bláha

Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences , 166 10 Prague 6

Individual author index pages


Other CCCC articles of these authors

  • Petr Maloň, Vladimír Gut, Jan Pospíšek, Soňa Vašíčková, Pavla Coufalová and Jan Mařík
    Vibrational circular dichroism of peptides in the region of N-H and C-H stretching vibrations
    Symposium Series 2001, Vol. 4, pp. 120–123 [Abstract]
    Published online 2016-04-21 09:04:54
  • Rudolf Ježek, Daniela Janechová, Josef Cvačka, Jiřina Slaninová, Zdeněk Voburka, Oldřich Hovorka, Vladimír Fučík, Lenka Borovičková, Petr Maloň and Václav Čeřovský
    New peptides with antimicrobial activity isolated from the venom of the bumblebee Bombus pascuorum (hymenoptera: apidae)
    Symposium Series 2009, Vol. 11, pp. 51–54 [Abstract]
    Published online 2015-08-26 09:41:36
  • Martin Flegel, Zuzana Flegelová, Petr Maloň, Věra Klenerová and Sixtus Hynie
    Fmoc deprotection by tert-butylamine and its comparison in solution and solid phase synthesis
    Symposium Series 2011, Vol. 13, pp. 41–44 [Abstract]
    Published online 2015-07-15 10:12:01
  • Jiří Míšek, Miloš Tichý, Irena G. Stará, Ivo Starý* and Detlef Schröder*
    Preferential formation of homochiral silver(I) complexes upon coordination of two aza[6]helicene ligands to Ag+ ions
    2009, Vol. 74, Issue 2, pp. 323–333 [Abstract]
  • Petr Holý*, Martin Havlík, Miloš Tichý, Jiří Závada* and Ivana Císařová
    Synthesis and Self-Assembly of 9,9'-Spirobifluorene-2,2',7,7'-tetracarboxylic Acid and Its Tetraamide. Non-Catenated Formation of Achiral Grid Layers with Large Chiral Pores
    2006, Vol. 71, Issue 2, pp. 139–154 [Abstract]
  • Josef Kapitán, Vladimír Baumruk, Vladimír Gut, Jan Hlaváček, Helena Dlouhá, Marie Urbanová, Erich Wünsch and Petr Maloň*
    Raman Optical Activity of the Central Part of Hinge Peptide
    2005, Vol. 70, Issue 4, pp. 403–409 [Abstract]
  • Petr Maloň*, Helena Dlouhá, Blanka Bennettová, Richard Tykva and Jan Hlaváček
    Circular Dichroism and Conformation of Oostatic Peptides: The Carrier-Like Role of C-Terminal Oligoproline Sequence
    2003, Vol. 68, Issue 7, pp. 1309–1318 [Abstract]
  • Marie Mézlová, Hana Petříčková, Petr Maloň, Václav Kozmík and Jiří Svoboda*
    Axially Chiral 3,3'-Bi(1-benzothiophene)-2,2'-dicarboxylic Acid and Its Derivatives
    2003, Vol. 68, Issue 5, pp. 1020–1038 [Abstract]
  • Petr Sehnal, Petr Holý*, Miloš Tichý, Jiří Závada* and Ivana Císařová
    4,4'-Bipyridine-2,2',6,6'-tetracarboxamide. Synthesis and Self-Assembling Properties of the Free Base and the 1 : 1 Silver(I) Triflate Complex
    2002, Vol. 67, Issue 8, pp. 1236–1246 [Abstract]
  • Dušan Drahoňovský, Ivana Císařová, Petr Štěpnička, Hana Dvořáková, Petr Maloň and Dalimil Dvořák*
    An Alternative Approach to Chiral 2-[1'-(Diphenylphosphanyl)ferrocenyl]-4,5-dihydrooxazoles
    2001, Vol. 66, Issue 4, pp. 588–604 [Abstract]
  • Radek Pohl, Jan Sýkora, Petr Maloň, Stanislav Böhm*, Bohumil Kratochvíl and Josef Kuthan
    Sterically Crowded Heterocycles. XIII. An Insight Into the Absolute Stereochemistry of Atropisomeric (Z)-3-(Imidazo[1,2-a]pyridin-3-yl)prop-2-en-1-ones
    2000, Vol. 65, Issue 10, pp. 1643–1652 [Abstract]
  • Štěpán Vyskočil*, Luděk Meca, Jiří Kubišta, Petr Maloň and Pavel Kočovský*
    Synthesis of C2-Symmetrical [1,1'-Binaphthalene]-2,2'-diamines with Additional Chelating Groups Attached to the Nitrogen Atoms as Potential Ligands for Asymmetric Catalysis
    2000, Vol. 65, Issue 4, pp. 539–548 [Abstract]
  • Zbyněk Matušina, Radomíra Olbřímková, Hana Votavová, Josef Neumann, Martin Hradilek, Milan Souček, Petr Maloň, Milan Kodíček and Ivan Stibor*
    Linear Heptapeptides Containing DNA-Intercalators. Synthesis and Interaction with DNA
    1999, Vol. 64, Issue 9, pp. 1419–1432 [Abstract]
  • Miloš Tichý, Luděk Ridvan, Miloš Buděšínský, Jiří Závada, Jaroslav Podlaha and Ivana Císařová
    Axially Chiral Bis(α-amino Acid)s and Their Deamino Analogues. Synthesis and Configurational Assignment
    1998, Vol. 63, Issue 2, pp. 211–221 [Abstract]
  • Miloš Tichý, Jana Günterová and Jiří Závada
    Novel Intramolecular Induction of Axial Chirality by a Centrally Chiral Element in the Biphenyl Series
    1997, Vol. 62, Issue 7, pp. 1080–1088 [Abstract]
  • Miloš Tichý, Luděk Ridvan and Jiří Závada
    Comparison of (R)-(-)-6,6'-Bis(3,5-dinitrobenzamido)biphenyl-2,2'-dicarboxylic and (S)-(+)-6,6'-Bis-(3,5-dinitrobenzamidomethyl)biphenyl-2,2'-dicarboxylic Acids as Chiral HPLC Selectors
    1997, Vol. 62, Issue 1, pp. 62–68 [Abstract]
  • Miloš Tichý and Jiří Závada
    Preparation of (R)-(-)-6,6'-Bis(3,5-dinitrobenzamido)biphenyl-2,2'-dicarboxylic Acid, a Potential Chiral HPLC Selector
    1995, Vol. 60, Issue 12, pp. 2161–2164 [Abstract]
  • Miloš Tichý, Jana Holanová, Ivo Starý, Irena G. Stará and Jiří Závada
    Axially Chiral Selectors of C2 Symmetry Bound to Silica: Synthesis and HPLC-Evaluation
    1995, Vol. 60, Issue 4, pp. 645–658 [Abstract]
  • Jaromír Plešek, Bohumír Grüner and Petr Maloň
    Synthesis and Properties of (±)- and (+)-4-MeS-3-C2H5-1,2,3-C2CoB9H10
    1993, Vol. 58, Issue 5, pp. 1087–1092 [Abstract]
  • Josef Chmelík, Petr Kálal and Vítěz Kalous
    A Spectrophotometric Study of Reversibility of Human Mercaptoalbumin Denaturation by Urea
    1992, Vol. 57, Issue 10, pp. 2192–2198 [Abstract]
  • Eva Körblová, Bohumír Koutek, David Šaman, Aleš Svatoš, Petr Maloň and Miroslav Romaňuk
    Synthesis of optically active 1-(2-furyl)-3-pentanol. A simple route to (2S, 5R/S)-chalcogran
    1990, Vol. 55, Issue 5, pp. 1234–1242 [Abstract]
  • Karel Kefurt, Zdeňka Kefurtová, Petr Trška, Karel Bláha, Ivo Frič and Jiří Jarý
    Conformation of 6-amino-6-deoxyhexonolactams
    1989, Vol. 54, Issue 8, pp. 2156–2170 [Abstract]
  • Slavomír Bystrický, Anna Malovíková, Tibor Sticzay and Karel Bláha
    Complexation of poly(Lys-Ala) and poly(Lys-Ala-Ala-Ala) with pectins and potassium oligogalacturonates
    1988, Vol. 53, Issue 11, pp. 2833–2842 [Abstract]
  • Jan Hlaváček, Ivo Frič, Miloš Buděšínský and Karel Bláha
    An alternative route to Nα-methylamino acid derivatives: Synthesis and conformation of some Nα-acetyl-Nα-methylamino acid methylamides
    1988, Vol. 53, Issue 11, pp. 2473–2494 [Abstract]
  • Petr Maloň, C. L. Barness, Miloš Buděšínský, Rina K. Dukor, Dick Van der Helm, Timothy A. Keiderling, Zdena Koblicová, Františka Pavlíková, Miloš Tichý and Karel Bláha
    (1S,7S)-7-Methyl-6,9-diazatricyclo[6,3,0,01,6]tridecane-5,10-dione, a tricyclic spirodilactam containing non-planar amide groups: Synthesis, NMR, crystal structure, absolute configuration, electronic and vibrational circular dichroism
    1988, Vol. 53, Issue 11, pp. 2447–2472 [Abstract]
  • Hana Votavová, Jana Pírková, Vladimír Gut and Karel Bláha
    Sequential oligopeptides containing lysene: Synthesis, circular dichroism, conformation and complexes with DNA
    1988, Vol. 53, Issue 2, pp. 389–410 [Abstract]
  • Jana Pírková, Svetlana Churkina, Vladimír Gut, Ivo Frič and Karel Bláha
    Series of sequential polypeptides containing lysine or arginine: Preparation and characterization
    1988, Vol. 53, Issue 1, pp. 145–156 [Abstract]
  • Karel Bláha, Miloš Buděšínský, Ivo Frič, Jan Pospíšek and Jindřich Symerský
    Conformation of diastereoisomeric cyclo(neopentylglycyl-prolyls): NMR, X-ray, and CD studies
    1987, Vol. 52, Issue 9, pp. 2295–2308 [Abstract]
  • Jan Hlaváček, Ivo Frič, Petr Maloň, Karel Jošt and Karel Bláha
    Three cyclohexapeptides modelling the oxytocin ring moiety: Synthesis and circular dichroism
    1987, Vol. 52, Issue 7, pp. 1841–1856 [Abstract]
  • Jan Pospíšek and Karel Bláha
    Peptides containing a neopentylglycine residue
    1987, Vol. 52, Issue 2, pp. 514–521 [Abstract]
  • Slavomír Bystrický, Tibor Sticzay, Rudolf Kohn and Karel Bláha
    Formation of the poly(Lys-Ala-Ala) complex with potassium oligogalacturonates
    1986, Vol. 51, Issue 12, pp. 2919–2923 [Abstract]
  • Slavomír Bystrický, Rudolf Kohn, Tibor Sticzay and Karel Bláha
    Formation of the poly(Lys-Ala-Ala) complex with pectin of various esterification degree
    1986, Vol. 51, Issue 8, pp. 1772–1780 [Abstract]
  • František Brtník, Tomislav Barth, Petr Maloň, Ivo Frič, Vija E. Kluša and Karel Jošt
    4-Phenylalanine analogues of vasopressin: Synthesis, pharmacological and chiroptical properties
    1986, Vol. 51, Issue 7, pp. 1532–1541 [Abstract]
  • Štěpánka Štokrová, Jan Pospíšek, Jaroslav Šponar and Karel Bláha
    Synthesis and conformation of sequential basic polypeptides with branched and linear side chains
    1985, Vol. 50, Issue 12, pp. 2925–2936 [Abstract]
  • Slavomír Bystrický, Rudolf Kohn, Tibor Sticzay and Karel Bláha
    Formation of the poly(L-lysine) complex with pectin of various esterification degree
    1985, Vol. 50, Issue 5, pp. 1097–1109 [Abstract]
  • Hana Votavová, Ferenc Hudecz, Judit Kajtár, Jaroslav Šponar, Karel Bláha and Mária Szekerke
    Conformation of branched polypeptides based on poly(L-lysine): The effect of terminal amino acids in the branches
    1985, Vol. 50, Issue 1, pp. 228–244 [Abstract]
  • Karel Bláha, Ahmed M. Farag, Dick VAN DER Helm, M. Bilayet Hossain, Miloš Buděšínský, Petr Maloň, Jorga Smolíková and Miloš Tichý
    Stereoisomeric chiral 2,9-diazabicyclo[4.4.0.]decane-3,10-diones as models of dipeptide grouping: Synthesis, X-ray, IR, NMR and cd studies
    1984, Vol. 49, Issue 3, pp. 712–742 [Abstract]
  • Miloš Tichý, Ahmed Farag, Miloš Buděšínský, Ludmila P. Otroshchenko, Tatjana A. Shibanova and Karel Bláha
    Isomeric oxatricyclodecanones with non-planar lactone groups: Synthesis, absolute configuration, NMR and X-ray study
    1984, Vol. 49, Issue 2, pp. 513–532 [Abstract]
  • Petr Kálal and Vítěz Kalous
    The tyrosyl and tryptophyl residues of orosomucoid studied by difference and derivative spectrophotometry
    1984, Vol. 49, Issue 1, pp. 165–169 [Abstract]
  • Petr Maloň, Petr Pančoška, Miloš Buděšínský, Jan Hlaváček, Jan Pospíšek and Karel Bláha
    Chiroptical properties and conformation of N-acetyl-L-amino acids N'-methylamides with aliphatic side chains
    1983, Vol. 48, Issue 10, pp. 2844–2861 [Abstract]
  • Zuzana Hausenblasová, Hana Votavová, Karel Bláha and Jaroslav Šponar
    Thermal denaturation of complexes of DNA with sequential and random lysine containing polypeptides
    1983, Vol. 48, Issue 2, pp. 679–689 [Abstract]
  • Hana Votavová, Ferenc Hudecz, Jaroslav Šponar, Karel Bláha and Mária Szekerke
    Conformation of branched polypeptides based on poly(L-lysine). Effect of the ionic strength and of the presence of alcohols
    1982, Vol. 47, Issue 12, pp. 3437–3446 [Abstract]
  • Patricia Sierra, Ladislav Novotný, Zdeněk Samek, Miloš Buděšínský, Ladislav Dolejš and Karel Bláha
    Alkaloids of Rauvolfia salicifolia GRISEB species
    1982, Vol. 47, Issue 11, pp. 2912–2921 [Abstract]
  • Karel Bláha, Miloš Buděšínský, Zdena Koblicová, Petr Maloň, Miloš Tichý, J. R. Baker, M. B. Hossain and Dick Van der Helm
    Optically active tricyclic dilactams with non-planar cis-amide groups: Synthesis, X-ray, NMR and CD studies
    1982, Vol. 47, Issue 3, pp. 1000–1019 [Abstract]
  • Zsuzsanna Majer, Márton Kajtár, Miloš Tichý and Karel Bláha
    Synthesis and absolute configuration of 1,7-diazaspiro[4,4]nonane-2,6-dione
    1982, Vol. 47, Issue 3, pp. 950–960 [Abstract]
  • Michal Lebl, Jan Pospíšek, Jan Hlaváček, Tomislav Barth, Petr Maloň, Linda Servítová, Karel Hauzer and Karel Jošt
    Analogues of neurohypophysial hormones, containing tert-leucine: Synthesis and properties
    1982, Vol. 47, Issue 2, pp. 689–701 [Abstract]
  • Igor Tvaroška, Slavomír Bystrický, Petr Maloň and Karel Bláha
    Non-planar conformations of methylacetamide: Solvent effect and chiroptical properties
    1982, Vol. 47, Issue 1, pp. 17–28 [Abstract]
  • Zdenko Procházka, Jorga Smolíková, Petr Maloň and Karel Jošt
    Synthetic utilization of α-amino-γ-bromobutyric acid in the preparation of non-coded amino acids; IR study of homoserine
    1981, Vol. 46, Issue 11, pp. 2935–2946 [Abstract]
  • Jorga Smolíková, Jan Pospíšek and Karel Bláha
    Infrared spectra of N-acetyl-L-α-amino-acid N'-methylamides with aliphatic side chains in non-polar solvents
    1981, Vol. 46, Issue 3, pp. 772–780 [Abstract]
  • Miloš Buděšínský, Zdeněk Samek and Miloš Tichý
    In situ reactions of amines and amino alcohols and their application to structural assignment by 1H NMR spectroscopy
    1980, Vol. 45, Issue 10, pp. 2784–2803 [Abstract]
  • Ivo Frič, Lyudmila I. Leonteva, Petr Maloň, Karel Jošt and Karel Bláha
    Synthesis and chiroptical properties of heterodetic cyclic hexapeptides related to oxytocin ring moiety
    1980, Vol. 45, Issue 4, pp. 1109–1131 [Abstract]
  • Hana Votavová, Ferenc Hudecz, Judit Kajtár, Mária Szekerke, Jaroslav Šponar and Karel Bláha
    Conformation of branched polypeptides based on poly(L-lysine): Circular dichroism study
    1980, Vol. 45, Issue 3, pp. 941–949 [Abstract]
  • Jaroslav Vičar, François Piriou, Pierre Fromageot, Karel Bláha and Serge Fermandjian
    13C nuclear magnetic resonance study of cyclodipeptides containing 13C enriched hydrophobic amino acids
    1980, Vol. 45, Issue 2, pp. 482–490 [Abstract]
  • Jan Pospíšek, Štefan Toma, Ivo Frič and Karel Bláha
    The optically active 3-ferrocenylalanine and its application in peptide chemistry
    1980, Vol. 45, Issue 2, pp. 435–441 [Abstract]
  • Zdeněk Havlas and Petr Maloň
    Molecular geometries - Accuracy test of the PCILO method
    1980, Vol. 45, Issue 2, pp. 321–329 [Abstract]
  • František Tureček, Vladimír Hanuš and Miloš Tichý
    The role of conformational mobility in the stereospecific loss of water under electron impact
    1979, Vol. 44, Issue 12, pp. 3595–3603 [Abstract]
  • Miloš Tichý, Petr Maloň, Ivo Frič and Karel Bláha
    Synthesis and chiroptical properties of (-)-(1R)-3-azatricyclo[5,4,0,04,9]undecan-2-one - A lactam with non-planar cis-amide group
    1979, Vol. 44, Issue 9, pp. 2653–2659 [Abstract]
  • Petr Pančoška, Ivo Frič and Karel Bláha
    Statistical accuracy test in measurements of circular dichroism
    1979, Vol. 44, Issue 4, pp. 1312–1317 [Abstract]
  • Petr Pančoška, Ivo Frič and Karel Bláha
    Modified factor analysis of the circular dichroism spectra, applied to a series of cyclodipeptides containing L-proline
    1979, Vol. 44, Issue 4, pp. 1296–1311 [Abstract]
  • Soňa Vašíčková and Miloš Tichý
    Infrared spectra and conformation of substituted methyl cyclohexanecarboxylates and 2-hydroxycyclohexanecarboxylates
    1979, Vol. 44, Issue 2, pp. 410–419 [Abstract]
  • Jan Hlaváček, Tomislav Barth, Karel Bláha and Karel Jošt
    Synthesis of oxytocin analogues modified in the tripeptide side-chain by condensation of aminoterminal linear hexapeptide with the carboxyterminal tripeptide
    1979, Vol. 44, Issue 1, pp. 275–287 [Abstract]
  • Slavomír Bystrický, Ivo Frič, Jan Staněk, Karel Čapek, Jiří Jarý and Karel Bláha
    Conformation of 3-acetamido-3,6-dideoxyhexopyranosides: Circular dichroism study
    1979, Vol. 44, Issue 1, pp. 174–182 [Abstract]
  • Karel Bláha, Petr Maloň, Miloš Tichý, Ivo Frič, Ramakrishnan Usha, Suryanarayana Ramakumar and Kailasam Venkatesan
    Crystal structure and chiroptical properties of (+)-(3S)-4-azatricyclo[4,3,1,03,7]decan-5-one
    1978, Vol. 43, Issue 12, pp. 3241–3251 [Abstract]
  • Jorga Smolíková and Karel Bláha
    Infrared spectroscopy of six-membered lactams substituted with the tert-butyl group
    1978, Vol. 43, Issue 10, pp. 2800–2811 [Abstract]
  • Štěpánka Štokrová, Karel Zimmermann, Jaroslav Šponar and Karel Bláha
    Sequential basic polypeptides: Synthesis and conformation of polymers (lysyl-amino acyl-alanyl)n and circular dichroism of their complexes with DNA
    1978, Vol. 43, Issue 9, pp. 2341–2357 [Abstract]
  • Miloš Tichý, Ladislav Kniežo and Miroslav Svoboda
    Hofmann reaction of quaternary salts of 4-dimethylamino-5-twistanols: Dependence of its course on the torsion angle
    1978, Vol. 43, Issue 8, pp. 2165–2169 [Abstract]
  • Miloš Tichý and Ladislav Kniežo
    Ethanolysis vs cyclisation of stereoisomeric 4-benzamido-5-methanesulfonyloxytwistanes: Dependence of its course on the torsion angle
    1978, Vol. 43, Issue 8, pp. 2154–2164 [Abstract]
  • Zdenko Procházka, Ivan Krejčí, Běla Kupková, Jiřina Slaninová, Vera Bojanovska, Zdeněk Prusík, Ilse A. Vosekalna, Petr Maloň, Tomislav Barth, Ivo Frič, Karel Bláha and Karel Jošt
    Synthesis and properties of the Nα-glycyl-glycyl-glycyl-8-lysine-vasopressin and its des-glycinamide derivative
    1978, Vol. 43, Issue 5, pp. 1285–1299 [Abstract]
  • Petr Maloň, Slavomír Bystrický and Karel Bláha
    Semiempirical calculation of optical rotatory strength of non-planar conformations of formamide
    1978, Vol. 43, Issue 3, pp. 781–790 [Abstract]
  • Otakar Červinka and Petr Maloň
    Chiroptical properties of 1-(2-,3-,4-pyridyl)ethanols
    1978, Vol. 43, Issue 1, pp. 278–287 [Abstract]