title: Synthesis of the sulfonate analogue of seminolipid via Horner-Wadsworth-Emmons olefination.
abstract: The first synthesis of the sulfonate analogue of seminolipid, the main sulfoglycolipid in mammalian sperm, is reported. Installation of the sulfonate unit was accomplished by a quite unexplored strategy based on Horner-Wadsworth-Emmons olefination on a 3 '-keto-galactoside, followed by stereoselective double bond reduction.
authors.affiliation: Dipartimento di Chimica, Biochimica e Biotecnologie per la Medicina, Università di Milano, Via Saldini 50, 20133-Milano, Italy. laura.franchini@unimi.it
authors.forename: Laura
authors.initials: L
authors.lastname: Franchini
authors.forename: Federica
authors.initials: F
authors.lastname: Compostella
authors.forename: Diego
authors.initials: D
authors.lastname: Colombo
authors.forename: Luigi
authors.initials: L
authors.lastname: Panza
authors.forename: Fiamma
authors.initials: F
authors.lastname: Ronchetti
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D008055:Lipids / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D021241:Spectrometry, Mass, Electrospray Ionization; D013451:Sulfonic Acids / Q000737:chemistry*
chemical_list: D000475:Alkenes; D008055:Lipids; D013451:Sulfonic Acids