title: Cobalt-catalyzed diastereoselective synthesis of C-furanosides. Total synthesis of (-)-isoaltholactone.
abstract: An array of C-aryl and C-vinyl furanosides were prepared in good yields and diastereoselectivities from C-halogeno furanosides either with aryl Grignard or with vinyl Grignard using the convenient Co(acac)3/TMEDA catalytic system. This method is illustrated by the total synthesis of the (-)-isoaltholactone.
authors.affiliation: Laboratoire de Chimie Organique, ESPCI ParisTech, UMR CNRS 7084 , 10 rue Vauquelin, 75231 Paris Cedex 05, France.
authors.forename: Lionel
authors.initials: L
authors.lastname: Nicolas
authors.forename: Eva
authors.initials: E
authors.lastname: Izquierdo
authors.forename: Patrick
authors.initials: P
authors.lastname: Angibaud
authors.forename: Ian
authors.initials: I
authors.lastname: Stansfield
authors.forename: Lieven
authors.initials: L
authors.lastname: Meerpoel
authors.forename: Sébastien
authors.initials: S
authors.lastname: Reymond
authors.forename: Janine
authors.initials: J
authors.lastname: Cossy
mesh_terms: D002384:Catalysis; D003035:Cobalt / Q000737:chemistry*; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D009942:Organometallic Compounds / Q000737:chemistry*; D011753:Pyrones / Q000737:chemistry
chemical_list: D005663:Furans; D009942:Organometallic Compounds; D011753:Pyrones; C459359:altholactone; D003035:Cobalt