title: Sequential one-pot glycosidations catalytically promoted: unprecedented strategy in oligosaccharide synthesis for the straightforward assemblage of the antitumor PI-88 pentasaccharide.
abstract: The pentasaccharide sequence of the most active components of the antitumor drug PI-88, currently in phase II clinical trial, has been rapidly assembled in high overall yield and in only three steps starting from three monosaccharide building blocks. The procedure takes advantage of the first reported strategy of sequential one-pot glycosidations conducted exclusively under catalytic activation. In addition, the procedure relies only on shelf-stable and mild promoters such as Yb(OTf)(3) and Bi(OTf)(3).
authors.affiliation: Dipartimento di Chimica Organica e Biochimica, Università degli Studi di Napoli Federico II, Napoli, Italy.
authors.forename: Silvia
authors.initials: S
authors.lastname: Valerio
authors.forename: Antonello
authors.initials: A
authors.lastname: Pastore
authors.forename: Matteo
authors.initials: M
authors.lastname: Adinolfi
authors.forename: Alfonso
authors.initials: A
authors.lastname: Iadonisi
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D006027:Glycosides / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
chemical_list: D000970:Antineoplastic Agents; D006027:Glycosides; D009844:Oligosaccharides