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

Satoshi YAMAUCHI; Tomofumi NAKATO; Masahiro TSUCHIYA; Koichi AKIYAMA; Masafumi MARUYAMA; Takuya SUGAHARA; Taro KISHIDA

doi:10.1271/bbb.70236

Organic Chemistry Regular Papers

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

Satoshi YAMAUCHI, Tomofumi NAKATO, Masahiro TSUCHIYA, Koichi AKIYAMA, Masafumi MARUYAMA, Takuya SUGAHARA, Taro KISHIDA

著者情報

キーワード: lignan, virgatusin, tetrahydrofuran lignan

ジャーナルフリー

2007 年 71 巻 9 号 p. 2248-2255

DOI https://doi.org/10.1271/bbb.70236

View "Advance Publication" version (September 7, 2007).

詳細

抄録

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%.

責任著者(Corresponding author)

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