Enantiomeric resolution by lipase-catalysed esterification of a trans-5,6-dihydro-1,10-phenanthroline possessing helical and central chirality (Articolo in rivista)

Type
Label
  • Enantiomeric resolution by lipase-catalysed esterification of a trans-5,6-dihydro-1,10-phenanthroline possessing helical and central chirality (Articolo in rivista) (literal)
Anno
  • 2007-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1016/j.tetasy.2007.07.025 (literal)
Alternative label
  • Sanfilippo C.; Nicolosi G. (2007)
    Enantiomeric resolution by lipase-catalysed esterification of a trans-5,6-dihydro-1,10-phenanthroline possessing helical and central chirality
    in Tetrahedron: asymmetry (Print)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Sanfilippo C.; Nicolosi G. (literal)
Pagina inizio
  • 1828 (literal)
Pagina fine
  • 1832 (literal)
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  • 18 (literal)
Rivista
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  • 5 (literal)
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  • 15 (literal)
Note
  • ISI Web of Science (WOS) (literal)
  • Scopu (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • Istituto di Chimica Biomolecolare del CNR, Via del Santuario 110, I-95028 Valverde CT, Italy (literal)
Titolo
  • Enantiomeric resolution by lipase-catalysed esterification of a trans-5,6-dihydro-1,10-phenanthroline possessing helical and central chirality (literal)
Abstract
  • Lipase-catalysed enantioselective esterification was carried out to obtain the kinetic resolution of (±)-trans-5-hydroxy-6-methoxy-1,10-phenanthroline (±)-1b. Different lipases from Candida cylindracea, Candida antarctica, Rhizomucor miehei, Pseudomonas fluorescens and Pseudomonas cepacia were tested in an unusual methanol/vinyl acetate (8:92 v/v) reaction mixture P. fluorescens lipase showed good enantiodifferentiation (E = 48) and allowed us to prepare both enantiomers (+)-(5S,6S,M)-1b and (-)-(5R,6R,P)-1b with an enantiomeric excess of >97%. (literal)
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