Enzymatic resolution of (±)-conduritol-B, a key intermediate for the synthesis of glycosidase inhibitors (Articolo in rivista)

Type
Label
  • Enzymatic resolution of (±)-conduritol-B, a key intermediate for the synthesis of glycosidase inhibitors (Articolo in rivista) (literal)
Anno
  • 1999-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1016/S0957-4166(99)00344-4 (literal)
Alternative label
  • Sanfilippo, Claudia, Patti, Angela, Nicolosi, Giovanni (1999)
    Enzymatic resolution of (±)-conduritol-B, a key intermediate for the synthesis of glycosidase inhibitors
    in Tetrahedron: asymmetry (Print)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Sanfilippo, Claudia, Patti, Angela, Nicolosi, Giovanni (literal)
Pagina inizio
  • 3273 (literal)
Pagina fine
  • 3276 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 10 (literal)
Rivista
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo
  • 17 (literal)
Note
  • Scopus (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • CNR-Istituto CNR per lo Studio delle Sostanze Naturali di Interesse Alimentare e Chimico-Farmaceutico (literal)
Titolo
  • Enzymatic resolution of (±)-conduritol-B, a key intermediate for the synthesis of glycosidase inhibitors (literal)
Abstract
  • Lipases from porcine pancreas, Candida cylindracea and Mucor miehei (adsorbed on support, Lipozyme® IM) catalysed in t-butylmethylether the alcoholysis of rac-conduritol-B peracetate, (±)-1, by n-butanol to give enantiopure (2S,3S)-diacetoxy-(1R,4R)-dihydroxycyclohex-5-ene, (-)-3, and (1S,2R,3R,4S)-tetraacetoxy-cyclohex-5-ene, (+)-1. The enantioforms (+)- and (-)-conduritol-B, obtained after chemical hydrolysis of (-)-3 and (+)-1, respectively, may be employed to prepare both the enantiomers of conduritol-B epoxide and cyclophellitol, powerful inhibitors of glycosidases. (literal)
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