Enzymatic approach to enantiomerically pure 5-alken-2,4-diols and 4-hydroxy-5-alken-2-ones: Application to the synthesis of chiral synthons (Articolo in rivista)

Type
Label
  • Enzymatic approach to enantiomerically pure 5-alken-2,4-diols and 4-hydroxy-5-alken-2-ones: Application to the synthesis of chiral synthons (Articolo in rivista) (literal)
Anno
  • 2006-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1021/jo060581w (literal)
Alternative label
  • Abate A., Brenna E., Costantini A., Fuganti C., Gatti F.G., Malpezzi L., Serra S. (2006)
    Enzymatic approach to enantiomerically pure 5-alken-2,4-diols and 4-hydroxy-5-alken-2-ones: Application to the synthesis of chiral synthons
    in Journal of organic chemistry
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Abate A., Brenna E., Costantini A., Fuganti C., Gatti F.G., Malpezzi L., Serra S. (literal)
Pagina inizio
  • 5228 (literal)
Pagina fine
  • 5240 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 71 (literal)
Rivista
Note
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • CNR-ICRM Politecnico di Milano (literal)
Titolo
  • Enzymatic approach to enantiomerically pure 5-alken-2,4-diols and 4-hydroxy-5-alken-2-ones: Application to the synthesis of chiral synthons (literal)
Abstract
  • Enantiomerically pure 1,3-diols 1-3 were obtained by a chemoenzymatic approach ( lipase PS from Burkholderia cepacia). These diols were converted into useful chiral synthons, which could be considered homologues of glyceraldehyde and glyceric acid acetonides. Applications of these synthons to the de novo synthesis of sugars and preparation of conagenin carboxylic moiety were shown. Hydroxy ketone 4 was chosen as a model system for another synthetic evolution: it was obtained in enantiomerically pure form by enzymatic resolution and converted into chiral tetrahydropyranes, such as the stereoisomers of the commercial fragrance Gyrane. (literal)
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