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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
Authors:Yamauchi Satoshi  Nakato Tomofumi  Tsuchiya Masahiro  Akiyama Koichi  Maruyama Masafumi  Sugahara Takuya  Kishida Taro
Affiliation:Faculty of Agriculture, Ehime University, 3-5-7 Tarumi, Matsuyama, Ehime 790-8566, Japan. syamauch@agr.ehime-u.ac.jp
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%.
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