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Bithiophene with winding vine-shaped molecular asymmetry; Preparation, structural characterization, and enantioselective synthesis

巻き付き-つる形の分子不斉を有するビチオフェン化合物の調整、構造評価とエナンチオ選択的合成

豊森 佑夏*; 辻 悟*; 光田 紫乃布*; 岡山 陽一*; 芦田 汐未*; 森 敦紀*; 小林 徹 ; 宮崎 有史; 矢板 毅; 荒江 祥永*; 高橋 保*; 小笠原 正道*

Toyomori, Yuka*; Tsuji, Satoru*; Mitsuda, Shinobu*; Okayama, Yoichi*; Ashida, Shiomi*; Mori, Atsunori*; Kobayashi, Toru; Miyazaki, Yuji; Yaita, Tsuyoshi; Arae, Sachie*; Takahashi, Tamotsu*; Ogasawara, Masamichi*

Preparation of 2,2'-bithiophene derivatives bearing $$omega$$-alkenyl groups at the 3,3'-positions and ring-closing metathesis reactions of the obtained compound were performed. The reaction of bithiophene bearing 3-butenyl substituents with 5mol% Grubbs 1st generation catalyst underwent ring-closing metathesis (RCM) to afford the cyclized product 7 showing winding vine-shaped molecular asymmetry in up to 88% yield. Enantioselective RCM was also achieved by the use of chiral Schrock Hoveyda molybdenum-alkylidene catalyst in up to 87% ee.

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パーセンタイル:29.76

分野:Chemistry, Multidisciplinary

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