title: Synthesis of a chiral building block for highly functionalized polycyclic ethers.
abstract: An efficient procedure for preparing enantiopure polycyclic ethers is reported. The protocol is based on the photo-oxidation/conjugate addition sequence over a chiral functionalized furan, which was prepared from commercially available tri-O-acetyl-D-glucal. The Michael addition step afforded two products with the same absolute configuration from a mixture of diastereomers.
authors.affiliation: Departamento de Química Orgánica, Facultad de Química, Universidad de Vigo, 36200 Vigo, Spain. yagamare@uvigo.es manuperez@uvigo.es.
authors.forename: G
authors.initials: G
authors.lastname: Pazos
authors.forename: M
authors.initials: M
authors.lastname: Pérez
authors.forename: Z
authors.initials: Z
authors.lastname: Gándara
authors.forename: G
authors.initials: G
authors.lastname: Gómez
authors.forename: Y
authors.initials: Y
authors.lastname: Fall
mesh_terms: D001688:Biological Products / Q000737:chemistry; D060326:Chemistry Techniques, Synthetic; D004987:Ethers / Q000737:chemistry*; D011083:Polycyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D011714:Pyrans / Q000737:chemistry; D013237:Stereoisomerism; D014118:Toxins, Biological / Q000737:chemistry
chemical_list: D001688:Biological Products; D004987:Ethers; D011083:Polycyclic Compounds; D011714:Pyrans; D014118:Toxins, Biological