title: Use of the benzyl mesylate for the synthesis of tetrahydrofuran lignan: syntheses of 7,8-trans, 7',8'-trans, 7,7'-cis, and 8,8'-cis-virgatusin stereoisomers.
abstract: The benzyl mesylate was employed to construct the tetrasubstituted tetrahydrofuran lignan with avoiding Friedel-Crafts type of reaction. The optically pure 7,8-trans, 7',8'-trans, 7,7'-cis, and 8,8'-cis-virgatusin stereoisomers were synthesized. The enantiomeric excess was >>99%.
authors.affiliation: Faculty of Agriculture, Ehime University, 3-5-7 Tarumi, Matsuyama, Ehime 790-8566, Japan. syamauch@agr.ehime-u.ac.jp
authors.forename: Satoshi
authors.initials: S
authors.lastname: Yamauchi
authors.forename: Tomofumi
authors.initials: T
authors.lastname: Nakato
authors.forename: Masahiro
authors.initials: M
authors.lastname: Tsuchiya
authors.forename: Koichi
authors.initials: K
authors.lastname: Akiyama
authors.forename: Masafumi
authors.initials: M
authors.lastname: Maruyama
authors.forename: Takuya
authors.initials: T
authors.lastname: Sugahara
authors.forename: Taro
authors.initials: T
authors.lastname: Kishida
mesh_terms: D001593:Benzyl Compounds / Q000737:chemistry*; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry*; D017705:Lignans / Q000138:chemical synthesis* / Q000737:chemistry; D008698:Mesylates / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism