Synthesis of linear and cyclic homo-beta-peptides based on a binaphthylic beta-amino acid with only axial chirality (Articolo in rivista)

Type
Label
  • Synthesis of linear and cyclic homo-beta-peptides based on a binaphthylic beta-amino acid with only axial chirality (Articolo in rivista) (literal)
Anno
  • 2006-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1016/j.tetasy.2005.11.021 (literal)
Alternative label
  • Gaucher A., Dutot L., Barbeau O., Wakselman M., Mazaleyrat J.P., Peggion C., Oancea S., Formaggio F., Crisma M., Toniolo C. (2006)
    Synthesis of linear and cyclic homo-beta-peptides based on a binaphthylic beta-amino acid with only axial chirality
    in Tetrahedron: asymmetry (Print)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Gaucher A., Dutot L., Barbeau O., Wakselman M., Mazaleyrat J.P., Peggion C., Oancea S., Formaggio F., Crisma M., Toniolo C. (literal)
Pagina inizio
  • 30 (literal)
Pagina fine
  • 39 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#altreInformazioni
  • Citazioni WOS: 5 Impact Factor 2006: 2.468 Coautore (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 17 (literal)
Rivista
Note
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • SIRCOB, UMR CNRS 8086, Bat. Lavoisier, University of Versailles, 78035 Versailles, France; Institute of Biomolecular Chemistry, CNR, Department of Chemistry, University of Padova, 35131 Padova, Italy (literal)
Titolo
  • Synthesis of linear and cyclic homo-beta-peptides based on a binaphthylic beta-amino acid with only axial chirality (literal)
Abstract
  • The terminally protected, linear, homo-beta-peptides Boc-[(R)-beta(2,2)-HBin](n)-OMe(n = 2-6) as well as the cyclic homo-beta-peptides c[(R)-beta(2,2)-HBin](3) and c[(S)-beta(2,2)-HBin](4), all derived from the 2',1':1,2;1'',2'':3,4-dinaphtheyclohepta-1,3-diene-6-aminomethyl-6-carboxylic, acid residue beta(2,2)-HBin possessing only axial chirality, have been synthesized in solution by the EDC/AtOH coupling method for chain elongation, and by cyclization of pentafluorophenyl esters. A conformational analysis suggested the concomitant occurrence of different intramolecularly H-bonded forms for the linear oligomers in solution. (literal)
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