Synthesis of Enantiomerically Enriched Dimers of Vinylphenols by Tandem Action of Laccases and Lipases (Articolo in rivista)

Type

• Prodotto della ricerca (Classe)
• Articolo in rivista (Classe)

Label

• Synthesis of Enantiomerically Enriched Dimers of Vinylphenols by Tandem Action of Laccases and Lipases (Articolo in rivista) (literal)

Anno

• 2011-01-01T00:00:00+01:00 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi

• 10.1002/adsc.201100413 (literal)

Alternative label

• Gavezzotti, Paolo; Navarra, Cristina; Caufin, Stefania; Danieli, Bruno; Magrone, Pietro; Monti, Daniela; Riva, Sergio (2011)
  Synthesis of Enantiomerically Enriched Dimers of Vinylphenols by Tandem Action of Laccases and Lipases
  in Advanced synthesis & catalysis (Print)
  (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori

• Gavezzotti, Paolo; Navarra, Cristina; Caufin, Stefania; Danieli, Bruno; Magrone, Pietro; Monti, Daniela; Riva, Sergio (literal)

Pagina inizio

• 2421 (literal)

Pagina fine

• 2430 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume

• 353 (literal)

Rivista

• Advanced synthesis & catalysis (Rivista)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#pagineTotali

• 10 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo

• 13 (literal)

Note

• ISI Web of Science (WoS) (literal)
• ISI Web of Science (WOS) (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni

• Consiglio Nazionale delle Ricerche (CNR); University of Milan (literal)

Titolo

• Synthesis of Enantiomerically Enriched Dimers of Vinylphenols by Tandem Action of Laccases and Lipases (literal)

Abstract

• The tandem use of laccases and lipases has been exploited for the simple preparative synthesis of enantiomerically enriched dimeric phenols. Laccase-catalyzed oxidation of isoeugenol (1) and vinylguaiacol (7) in biphasic systems gave as main products the racemic compounds 6 and 8, possessing structures similar to the beta-5 dimers found in lignin. The synthesis of enantiomerically enriched 6 and 8 could be achieved by alcoholysis reactions catalyzed by commercial preparations of lipases in organic solvents. Although the E values were quite low (due to the \"remote\" stereocenters to be discriminated), the enantio-complementary behavior of the tested lipases allowed the simple isolation of the target compounds with ee up to 90%. It is noteworthy that these results have been achieved in vitro exploiting commercially available enzymes, without using the so-called \"dirigent\" proteins evolved by nature to direct the enantioselective coupling of phenols in vivo. (literal)

Prodotto di

• Applicazioni sintetiche della biocatalisi (PM.P03.009.002) (Modulo)
• Istituto di chimica del riconoscimento molecolare (ICRM) (Istituto)

Autore CNR

• SERGIO RIVA (Unità di personale interno)
• DANIELA MONTI (Unità di personale interno)

Insieme di parole chiave

• Parole chiave di "Synthesis of Enantiomerically Enriched Dimers of Vinylphenols by Tandem Action of Laccases and Lipases" (Insieme di parole chiave)

Incoming links:

Autore CNR di

• SERGIO RIVA (Unità di personale interno)
• DANIELA MONTI (Unità di personale interno)

Prodotto

• Istituto di chimica del riconoscimento molecolare (ICRM) (Istituto)
• Applicazioni sintetiche della biocatalisi (PM.P03.009.002) (Modulo)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#rivistaDi

• Advanced synthesis & catalysis (Rivista)

Insieme di parole chiave di

• Parole chiave di "Synthesis of Enantiomerically Enriched Dimers of Vinylphenols by Tandem Action of Laccases and Lipases" (Insieme di parole chiave)