title: From galactose to highly functionalized seven- and eight-membered carbocyclic rings by ring-closing metathesis.
abstract: [reaction: see text]A short synthesis of highly functionalized seven- and eight-membered carbocyclic rings from galactose derivatives has been achieved. The key steps are a zinc-mediated reductive ring opening of 6-iodogalactopyranoses and a subsequent ring-closing olefin metathesis using Grubbs' ruthenium catalyst.
authors.affiliation: Laboratoire de Synthèse Organique associé au CNRS, Ecole Polytechnique, Palaiseau, France. hanna@poly.polytechnique.fr
authors.forename: I
authors.initials: I
authors.lastname: Hanna
authors.forename: L
authors.initials: L
authors.lastname: Ricard
mesh_terms: D002384:Catalysis; D018360:Crystallography, X-Ray; D003500:Cyclization; D005690:Galactose / Q000737:chemistry*; D008968:Molecular Conformation; D012428:Ruthenium / Q000737:chemistry; D013816:Thermodynamics; D015032:Zinc / Q000737:chemistry
chemical_list: D012428:Ruthenium; D015032:Zinc; D005690:Galactose