Collect. Czech. Chem. Commun. 2011, 76, 2005-2022
https://doi.org/10.1135/cccc2011177
Published online 2012-02-02 12:09:31

Enantioselective [2+2+2] cycloisomerisation of alkynes in the synthesis of helicenes: The search for effective chiral ligands

Irena G. Staráa,*, Angelina Andronovaa, Adrian Kollároviča, Štěpán Vyskočilb, Sylvain Jugéc, Guy C. Lloyd-Jonesd, Patrick J. Guirye and Ivo Starýa,*

a Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, v.v.i., Flemingovo nám. 2, 166 10 Prague 6, Czech Republic
b Department of Organic Chemistry, Charles University in Prague, Albertov 2030, 128 40 Prague 2, Czech Republic
c Université de Bourgogne, UFR Sciences et Techniques, ICMU-UMR 5260, 9 Avenue Alain Savary-BP 47870, 21078 Dijon Cedex, France
d The Bristol Centre for Organometallic Catalysis and Organic & Biological Chemistry Section, School of Chemistry, University of Bristol, Cantock’s Close, Bristol, BS8 1TS, United Kingdom
e Centre for Synthesis and Chemical Biology, UCD School of Chemistry and Chemical Biology, University College Dublin, Belfield, Dublin 4, Ireland

Individual author index pages


Other CCCC articles of these authors

  • Michal Šámal, Jiří Míšek, Irena G. Stará* and Ivo Starý*
    Organocatalysis with azahelicenes: the first use of helically chiral pyridine-based catalysts in the asymmetric acyl transfer reaction
    2009, Vol. 74, Issue 7-8, pp. 1151–1159 [Abstract]
  • 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]
  • Angelina Andronova, Florence Szydlo, Filip Teplý, Miroslava Tobrmanová, Amandine Volot, Irena G. Stará*, Ivo Starý*, Lubomír Rulíšek, David Šaman, Josef Cvačka, Pavel Fiedler and Pavel Vojtíšek
    The quest for alternative routes to racemic and nonracemic azahelicene derivatives
    2009, Vol. 74, Issue 1, pp. 189–215 [Abstract]
  • Zuzana Krausová, Petr Sehnal, Filip Teplý, Irena G. Stará*, Ivo Starý*, David Šaman, Josef Cvačka and Pavel Fiedler
    Synthesis of Methoxy Substituted Centrally Chiral Triynes as Precursors of Functionalised Nonracemic Helicene-Like Compounds
    2007, Vol. 72, Issue 11, pp. 1499–1522 [Abstract]
  • Zuzana Alexandrová, Petr Sehnal, Irena G. Stará*, Ivo Starý*, David Šaman, Stephen G. Urquhart and Edwige Otero
    Modified Synthesis of Heptahelicene and Its Resolution Into Single Enantiomers
    2006, Vol. 71, Issue 8, pp. 1256–1264 [Abstract]
  • Zuzana Alexandrová, Irena G. Stará*, Petr Sehnal, Filip Teplý, Ivo Starý*, David Šaman and Pavel Fiedler
    Synthetic Studies Toward Chiral Aromatic Triynes as Key Substrates for the Asymmetric Synthesis of Helicene-Like Molecules
    2004, Vol. 69, Issue 12, pp. 2193–2211 [Abstract]
  • Petr Štěpnička*, Tomáš Baše, Ivana Císařová, Jiří Kubišta, Štěpán Vyskočil and Martin Štícha
    Synthesis and Catalytic Activity of Spaced Ferrocene Oxazolines
    2003, Vol. 68, Issue 7, pp. 1206–1232 [Abstract]
  • Irena G. Stará*, Ivo Starý*, Adrian Kollárovič, Filip Teplý, David Šaman and Pavel Fiedler
    Synthesis of Helicene Scaffolds via [2+2+2] Cycloisomerization of Aromatic Triynes
    2003, Vol. 68, Issue 5, pp. 917–930 [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]
  • Jonathan P. H. Charmant, Neil J. Hunt, Guy C. Lloyd-Jones* and Thorsten Nowak
    Modification of the Atropisomeric N,N-Ligand 2,2'-Di(pyridin-2-yl)-1,1'-binaphthalene and Its Application to the Asymmetric Allylation of Benzaldehyde
    2003, Vol. 68, Issue 5, pp. 865–884 [Abstract]
  • Michal Hocek*, Irena G. Stará, Ivo Starý and Hana Dvořáková
    Covalent Analogues of DNA Base-Pairs and Triplets IV. Synthesis of Trisubstituted Benzenes Bearing Purine and/or Pyrimidine Rings by Cyclotrimerization of 6-Ethynylpurines and/or 5-Ethynyl-1,3-dimethyluracil
    2002, Vol. 67, Issue 8, pp. 1223–1235 [Abstract]
  • Irena G. Stará*, Adrian Kollárovič, Filip Teplý, Ivo Starý*, David Šaman and Pavel Fiedler
    Synthesis of Aromatic Triynes as Precursors to Helicene Derivatives
    2000, Vol. 65, Issue 4, pp. 577–609 [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]
  • Irena G. Stará*, Ivo Starý*, Adrian Kollárovič, Filip Teplý, David Šaman and Pavel Fiedler
    Coupling Reactions of ortho-Substituted Halobenzenes with Alkynes. The Synthesis of Phenylacetylenes and Symmetrical or Unsymmetrical 1,2-Diphenylacetylenes
    1999, Vol. 64, Issue 4, pp. 649–672 [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]
  • 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]
  • 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, Ivo Starý, František Tureček and Vladimír Hanuš
    Electrophilic additions to 10β-vinyl cholestane derivatives
    1983, Vol. 48, Issue 10, pp. 2994–3019 [Abstract]