The Quest for New Mild and Selective Modifications of Natural Structures: Laccase-Catalysed Oxidation of Ergot Alkaloids Leads to Unexpected Stereoselective C-4 Hydroxylation (Articolo in rivista)

Type

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

Label

• The Quest for New Mild and Selective Modifications of Natural Structures: Laccase-Catalysed Oxidation of Ergot Alkaloids Leads to Unexpected Stereoselective C-4 Hydroxylation (Articolo in rivista) (literal)

Anno

• 2012-01-01T00:00:00+01:00 (literal)

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

• 10.1002/chem.201201076 (literal)

Alternative label

• Chirivi, Cosimo; Fontana, Gabriele; Monti, Daniela; Ottolina, Gianluca; Riva, Sergio; Danieli, Bruno (2012)
  The Quest for New Mild and Selective Modifications of Natural Structures: Laccase-Catalysed Oxidation of Ergot Alkaloids Leads to Unexpected Stereoselective C-4 Hydroxylation
  in Chemistry (Weinh., Print)
  (literal)

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

• Chirivi, Cosimo; Fontana, Gabriele; Monti, Daniela; Ottolina, Gianluca; Riva, Sergio; Danieli, Bruno (literal)

Pagina inizio

• 10355 (literal)

Pagina fine

• 10361 (literal)

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

• 18 (literal)

Rivista

• Chemistry (Rivista)

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

• 7 (literal)

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

• 33 (literal)

Note

• ISI Web of Science (WoS) (literal)

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

• Consiglio Nazionale delle Ricerche (CNR); Indena SpA; Ctr Interuniv Biotecnol Prot; University of Milan (literal)

Titolo

• The Quest for New Mild and Selective Modifications of Natural Structures: Laccase-Catalysed Oxidation of Ergot Alkaloids Leads to Unexpected Stereoselective C-4 Hydroxylation (literal)

Abstract

• Laccase-catalysed oxidation of ergot alkaloids in the absence of chemical mediators allowed the unexpected isolation of the mono-hydroxylated derivatives of compounds 27. Structure determination by NMR techniques clearly indicated that hydroxylation took place at the C-4 benzylic position. Quite notably, the proposed protocol allowed, for the first time, functionalisation at the C-4 position of the ergoline skeleton. Depending on the absence or on the presence of a C-10 a-methoxy substituent, hydroxylation was either stereoselective (furnishing C-4a OH derivatives) or gave rise to a C-4a/C-4 beta OH mixture in a 2:1 ratio, respectively. (literal)

Prodotto di

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

Autore CNR

• DANIELA MONTI (Unità di personale interno)
• GIANLUCA OTTOLINA (Persona)
• COSIMO CHIRIVI' (Persona)
• SERGIO RIVA (Unità di personale interno)

Insieme di parole chiave

• Parole chiave di "The Quest for New Mild and Selective Modifications of Natural Structures: Laccase-Catalysed Oxidation of Ergot Alkaloids Leads to Unexpected Stereoselective C-4 Hydroxylation" (Insieme di parole chiave)

Incoming links:

Autore CNR di

• GIANLUCA OTTOLINA (Persona)
• SERGIO RIVA (Unità di personale interno)
• DANIELA MONTI (Unità di personale interno)
• COSIMO CHIRIVI' (Persona)

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

• Chemistry (Rivista)

Insieme di parole chiave di

• Parole chiave di "The Quest for New Mild and Selective Modifications of Natural Structures: Laccase-Catalysed Oxidation of Ergot Alkaloids Leads to Unexpected Stereoselective C-4 Hydroxylation" (Insieme di parole chiave)