Collect. Czech. Chem. Commun. 1980, 45, 3030-3038
https://doi.org/10.1135/cccc19803030

Participation of 19-substituents in hypobromous acid addition to 3,4- and 4,5-unsaturated steroids

Pavel Kočovský and Václav Černý

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

Individual author index pages


Other CCCC articles of these authors

  • Jan Štambaský, Pavel Kočovský and Michal Hocek
    Towards a novel approach to C-nucleosides
    Symposium Series 2005, Vol. 7, pp. 277–278 [Abstract]
    Published online 2015-11-08 11:53:52
  • Jan Štambaský, Andrei V. Malkov* and Pavel Kočovský*
    Preparation of Boc-Protected Cinnamyl-Type Alcohols: A Comparison of the Suzuki-Miyaura Coupling, Cross-Metathesis, and Horner-Wadsworth-Emmons Approaches and Their Merit in Parallel Synthesis
    2008, Vol. 73, Issue 5, pp. 705–732 [Abstract]
  • Štěpán Vyskočil*, Stephen C. Lockhart, William L. Mitchell and Pavel Kočovský*
    Synthesis of 2-Hydroxy-8'-(hydroxymethyl)-1,1'-binaphthalene (iso-Homo-BINOL). A New Structural Pattern in the Binaphthyl Realm
    2003, Vol. 68, Issue 5, pp. 907–916 [Abstract]
  • Andrei V. Malkov, Benjamin P. Farn, Nigel Hussain and Pavel Kočovský*
    Molybdenum-Catalyzed Allylic Substitution in Glycals: A C-C Bond-Forming Ferrier-Type Reaction
    2001, Vol. 66, Issue 12, pp. 1735–1745 [Abstract]
  • Andrei V. Malkov* and Pavel Kočovský*
    Tetrahydrocannabinol Revisited: Synthetic Approaches Utilizing Molybdenum Catalysts
    2001, Vol. 66, Issue 8, pp. 1257–1268 [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]
  • Štěpán Vyskočil, Martin Smrčina and Pavel Kočovský
    A Facile Synthesis of the Enantiopure, Nitrogen-Substituted 2,2'-Diamino-1,1'-binaphthyls as Potential Ligands for Catalytic Asymmetric Reactions
    1998, Vol. 63, Issue 4, pp. 515–519 [Abstract]
  • Martin Smrčina, Štěpán Vyskočil, Jana Polívková, Jana Poláková and Pavel Kočovský
    Synthesis and Resolution of Racemic 2-Amino-2'-hydroxy-1,1'-binaphthyl
    1996, Vol. 61, Issue 10, pp. 1520–1524 [Abstract]
  • Pavel Kočovský
    Organic Reactivity Control by Means of Neighboring Groups and Organometallics. A Personal Account
    1994, Vol. 59, Issue 1, pp. 1–74 [Abstract]
  • Miloš Buděšínský, Alexander Kasal, Želimír Procházka, Huynh Kim Thoa, Soňa Vašíčková and Pavel Kočovský
    Revision of the structure of 3-methoxy-14α-hydroxy-D-homo-1,3,5-(10)-estratrien-17a-one. A simple 1H NMR method for the determination of configuration of hydroxy group in position 5 and/or 14 of the D-homo-steroid skeleton
    1991, Vol. 56, Issue 7, pp. 1512–1524 [Abstract]
  • Václav Černý and Miloš Buděšínský
    A route to 24-epibrassinolide from ergosterol avoiding the use of osmium tetroxide
    1990, Vol. 55, Issue 11, pp. 2738–2755 [Abstract]
  • Václav Černý
    An alternative route to 2α,3α-diols from 2,3-unsaturated 5α-steroids avoiding the use of osmium tetroxide
    1989, Vol. 54, Issue 8, pp. 2211–2217 [Abstract]
  • Pavel Kočovský and Dalimil Dvořák
    Transition-metal catalysis in Michael addition of β-dicarbonyls: Tuning of the reaction conditions
    1988, Vol. 53, Issue 11, pp. 2667–2674 [Abstract]
  • Václav Černý, Miloš Buděšínský, Miloš Ryba and František Tureček
    A contribution to peroxy acid oxidation of α,β-unsaturated ketones and linearly conjugated dienones: Reactions in the cholestane series
    1988, Vol. 53, Issue 7, pp. 1549–1567 [Abstract]
  • Ladislav Kohout, Václav Černý and Miroslav Strnad
    Alternative syntheses of 2α,3α,17β-trihydroxy-7-oxa-B-homo-5α-androstan-6-one and some androstane brassinolide analogs
    1987, Vol. 52, Issue 4, pp. 1026–1042 [Abstract]
  • Václav Černý, Jaroslav Zajíček and Miroslav Strnad
    2α,3α-Dihydroxy-7-oxa-6-oxo-B-homo-5α-pregnan-21-oic acid and its derivatives as brassinolide analogues
    1987, Vol. 52, Issue 1, pp. 215–222 [Abstract]
  • Václav Černý, Miroslav Strnad and Miroslav Kamínek
    Preparation of 2α,3α-dihydroxy-7-oxa-6-oxo-23,24-dinor-B-homo-5α-cholanic acid, its esters and amides as brassinolide analogues
    1986, Vol. 51, Issue 3, pp. 687–697 [Abstract]
  • Ivo Starý and Pavel Kočovský
    Synthesis of some allylic acetoxy derivatives in the steroid series
    1985, Vol. 50, Issue 5, pp. 1227–1238 [Abstract]
  • Pavel Kočovský
    Participation by some oxygen containing groups in hypobromous acid addition to double bond
    1983, Vol. 48, Issue 12, pp. 3660–3673 [Abstract]
  • Pavel Kočovský
    Competition of two participating groups in hypobromous acid addition to some 4-cholestene derivatives
    1983, Vol. 48, Issue 12, pp. 3643–3659 [Abstract]
  • Pavel Kočovský
    Acetoxyl group as control element in electrophilic addition: Participation by acetoxy group and its competition with other participating groups in hypobromous acid addition to some 5-cholestene derivatives
    1983, Vol. 48, Issue 12, pp. 3629–3642 [Abstract]
  • Pavel Kočovský
    Neighboring group participation in electrophilic additions: The role of Markovnikov and Fürst-Plattner rule in hypobromous acid addition to 5,6-unsaturated cholestane derivatives
    1983, Vol. 48, Issue 12, pp. 3618–3628 [Abstract]
  • Pavel Kočovský
    Competition of 5(O)n and 6(O)n participation by 19a-substituent in hypobromous acid addition to 2,3- and 5,6-unsaturated 19-homocholestane derivatives
    1983, Vol. 48, Issue 12, pp. 3606–3617 [Abstract]
  • Pavel Kočovský
    Synthesis of some unsaturated 19a-homocholestane derivatives
    1983, Vol. 48, Issue 12, pp. 3597–3605 [Abstract]
  • Pavel Kočovský
    Synthesis of some 2,3- and 5,6-unsaturated 19-homosteroids bearing an oxygen containing group at the position 19a
    1983, Vol. 48, Issue 12, pp. 3589–3596 [Abstract]
  • Pavel Kočovský, Ivo Starý, František Tureček and Vladimír Hanuš
    Electrophilic additions to 10β-vinyl cholestane derivatives
    1983, Vol. 48, Issue 10, pp. 2994–3019 [Abstract]
  • Václav Černý and Pavel Kočovský
    Neighboring group participation in hypobromous acid addition to 19-substituted 5α-cholest-1-enes and in acid cleavage of their epoxy analogs
    1982, Vol. 47, Issue 11, pp. 3062–3076 [Abstract]
  • Miloslav Frumar, Gustáv Plesch, Eva Černošková, Václav Černý, Ladislav Tichý and Helena Tichá
    EPR spectra and defect states in glasses of the GexS100-x system
    1982, Vol. 47, Issue 7, pp. 1787–1793 [Abstract]
  • Pavel Kočovský, František Tureček and Václav Černý
    Mechanism of acid cleavage of some steroid epoxides. Competition between neighboring group participation and external nucleophile attack
    1982, Vol. 47, Issue 1, pp. 124–129 [Abstract]
  • Pavel Kočovský, František Tureček and Václav Černý
    Mechanism of hypobromous acid addition to unsaturated steroids. Competition between neighboring group participation and external nucleophile attack
    1982, Vol. 47, Issue 1, pp. 117–123 [Abstract]
  • Pavel Kočovský, Pavel Drašar, Vladimír Pouzar and Miroslav Havel
    Synthesis of some westphalen-type cardenolide analogs
    1982, Vol. 47, Issue 1, pp. 108–116 [Abstract]
  • Vladimír Pouzar, Pavel Drašar, Pavel Kočovský and Miroslav Havel
    Synthesis of some isocardenolide analogs and 17β-maleimidoandrostane of westphalen structural type
    1982, Vol. 47, Issue 1, pp. 96–107 [Abstract]
  • Pavel Kočovský
    Synthesis of 19-nor-10β-vinyl-5α-cholestane and its 5β-epimer
    1981, Vol. 46, Issue 11, pp. 2898–2905 [Abstract]
  • Pavel Kočovský and František Tureček
    An unusual rearrangement in hypobromous acid addition to 10β-vinyl cholestane derivatives
    1981, Vol. 46, Issue 11, pp. 2892–2897 [Abstract]
  • Pavel Kočovský and František Tureček
    Neighboring group participation and rearrangement in hypobromous acid addition to 10β-vinyl cholestane derivatives
    1981, Vol. 46, Issue 11, pp. 2877–2891 [Abstract]
  • Pavel Kočovský and Václav Černý
    A modified route to intermediates in partial syntheses of digitoxigenin and xysmalogenin
    1981, Vol. 46, Issue 2, pp. 446–451 [Abstract]
  • Pavel Kočovský and Václav Černý
    Participation of 19-substituents in acid cleavage of steroidal 3α,4α- and 4α,5α-epoxides
    1980, Vol. 45, Issue 11, pp. 3199–3209 [Abstract]
  • Pavel Kočovský and Václav Černý
    Participation of 19-substituents in acid cleavage of steroidal 5α,6α-epoxides
    1980, Vol. 45, Issue 11, pp. 3190–3198 [Abstract]
  • Pavel Kočovský and Václav Černý
    Participation of 19-substituents in electrophilic additions. influence of 3β-substitution on hypobromous acid addition to 5,6-unsaturated steroids
    1980, Vol. 45, Issue 11, pp. 3023–3029 [Abstract]
  • Pavel Kočovský
    Synthesis of 3,4-, 4,5- and 5,6-unsaturated 19-substituted cholestane derivatives and related epoxides
    1980, Vol. 45, Issue 11, pp. 3008–3022 [Abstract]
  • Pavel Kočovský
    Synthesis of 14-deoxy-14α-strophanthidin
    1980, Vol. 45, Issue 11, pp. 2998–3007 [Abstract]
  • Pavel Kočovský and Václav Černý
    Synthesis of 14-deoxy-14α-strophanthidol
    1980, Vol. 45, Issue 3, pp. 921–926 [Abstract]
  • Pavel Kočovský, Ladislav Kohout and Václav Černý
    Participation of 19-substituents in electrophilic additions to 6,7-unsaturated 5α-cholestane and B-homo 5α-cholestane derivatives; A case of competition between the participation of an ambident neighboring group and external nucleophile attack
    1980, Vol. 45, Issue 2, pp. 559–583 [Abstract]
  • František Tureček and Pavel Kočovský
    The synthesis and mass spectra of some oxygen-bridged 5α-cholestane and B-homo-5α-cholestane derivatives
    1980, Vol. 45, Issue 1, pp. 274–293 [Abstract]
  • Pavel Kočovský and Václav Černý
    Synthesis of 6β,19-dimethoxy-3α,5-cyclo-5α-pregnan-20-one
    1979, Vol. 44, Issue 7, pp. 2275–2283 [Abstract]
  • Pavel Kočovský
    Model experiments in the synthetic approach to strophanthidin: The synthesis of 3β,5-dihydroxy-5β-cholestan-19-al
    1979, Vol. 44, Issue 7, pp. 2156–2160 [Abstract]
  • Pavel Kočovský and Václav Černý
    Participation of 19-ester groups in the cleavage of 2α,3α- and 5α,6α-steroid epoxides. A case of competition between participation and external nucleophile attack
    1979, Vol. 44, Issue 5, pp. 1496–1509 [Abstract]
  • Pavel Kočovský, Václav Černý and Miroslava Synáčková
    Participation of 19-ester groups in hypobromous acid additions to 2,3- and 5,6-unsaturated steroids
    1979, Vol. 44, Issue 5, pp. 1483–1495 [Abstract]
  • František Tureček and Pavel Kočovský
    Mass spectra of some 5-methyl-19-nor-5β-cholest-9-enes
    1979, Vol. 44, Issue 2, pp. 429–438 [Abstract]
  • Helena Velgová, Miroslava Synáčková and Václav Černý
    Preparation of some 3α,5-cycloandrostane derivatives with expanded ring B
    1979, Vol. 44, Issue 1, pp. 260–268 [Abstract]
  • Pavel Kočovský and Václav Černý
    Reduction of some mesyloxy and tosyloxy steroids with sodium iodide and zinc dust
    1979, Vol. 44, Issue 1, pp. 246–250 [Abstract]
  • Pavel Kočovský, Václav Černý and František Tureček
    Westphalen rearrangement. Mechanism of formation of 5α-acetoxy derivatives
    1979, Vol. 44, Issue 1, pp. 234–245 [Abstract]
  • Pavel Kočovský and Václav Černý
    Participation of the methoxyl group in the cleavage of some 19-substituted steroid epoxides. A case of competition between internal and external nucleophile attack
    1979, Vol. 44, Issue 1, pp. 226–233 [Abstract]
  • Huynh Kim Thoa, Želimír Procházka, Miloš Buděšínský and Pavel Kočovský
    Hydroxylation of 6β-methoxy-3α,5-cyclo-5α-androstan-17-one with Rhizopus nigricans
    1978, Vol. 43, Issue 9, pp. 2305–2311 [Abstract]
  • Pavel Kočovský and Václav Černý
    Preparation of some 6β-substituted 5-hydroxy-5α-cholest-2-enes
    1978, Vol. 43, Issue 7, pp. 1933–1941 [Abstract]
  • Pavel Kočovský and Václav Černý
    Participation of the methoxyl group in electrophilic additions to some unsaturated 19-methoxy steroids
    1978, Vol. 43, Issue 7, pp. 1924–1932 [Abstract]
  • Pavel Kočovský and Václav Černý
    Neighboring group participation in some electrophilic additions to 19-substituted 5α-cholest-2-enes and 5-cholestenes
    1978, Vol. 43, Issue 1, pp. 327–335 [Abstract]
  • Pavel Kočovský, V. Černý, S. Vašíčková and M. Synáčková
    Stereochemistry of some 5-methyl-19-nor-5β-cholest-9-ene derivatives
    1977, Vol. 42, Issue 11, pp. 3339–3353 [Abstract]
  • Pavel Kočovský and V. Černý
    Structural requirements in Westphalen rearrangement
    1977, Vol. 42, Issue 8, pp. 2415–2437 [Abstract]
  • Pavel Kočovský and Ž. Procházka
    The synthesis of pregnane derivatives with an aromatic B-ring
    1977, Vol. 42, Issue 2, pp. 553–559 [Abstract]
  • Pavel Kočovský and V. Černý
    Transannular participation of the hydroxyl group in the addition of hypobromous acid to some 5-hydroxy-5α-cholest-2-enes
    1977, Vol. 42, Issue 1, pp. 353–365 [Abstract]
  • Pavel Kočovský and V. Černý
    Transannular participation of the hydroxyl group in Woodward addition to some 5-hydroxy-5α-cholest-2-enes
    1977, Vol. 42, Issue 1, pp. 163–172 [Abstract]
  • Pavel Kočovský and V. Černý
    Preparation of some 5-hydroxy-5α-cholest-2-enes
    1977, Vol. 42, Issue 1, pp. 155–162 [Abstract]
  • Pavel Kočovský and V. Černý
    Preparation of some 5-methyl-19-nor-5β-cholestane derivatives
    1976, Vol. 41, Issue 9, pp. 2620–2629 [Abstract]
  • Pavel Kočovský, L. Kohout and J. Fajkoš
    5,7-Cyclo-B-homopregnane derivatives with an oxygen function in position 17α
    1975, Vol. 40, Issue 2, pp. 468–474 [Abstract]
  • Pavel Kočovský and Ž. Procházka
    The synthesis of androstane derivatives with an aromatic B-ring
    1974, Vol. 39, Issue 7, pp. 1905–1913 [Abstract]
  • Pavel Kočovský, K. K. Košoev and Ž. Procházka
    On Steroids. CLXI. The synthesis of some new steroid glucosides
    1973, Vol. 38, Issue 11, pp. 3273–3278 [Abstract]