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Axially chiral macrocyclic $$E$$-alkene bearing bisazole component formed by sequential C-H homocoupling and ring-closing metathesis

連続的C-Hホモカップリングと環交差型複分解により形成される軸不斉環状$$E$$-アルケンBisazole

西尾 正太郎*; 染手 隆司*; 杉江 敦司*; 小林 徹 ; 矢板 毅; 森 敦紀*

Nishio, Shotaro*; Somete, Takashi*; Sugie, Atsushi*; Kobayashi, Toru; Yaita, Tsuyoshi; Mori, Atsunori*

Clipping by ring-closing metathesis freezes rotation of a C-C bond to result in forming axial chirality. Treatment of bisbenzimidazole bearing an $$N$$-(3-butenyl) substituent with a Grubbs' catalyst undergoes ring-closing metathesis, in which the stereochemistry of the thus formed olefin was exclusively $$E$$-form. Analysis by HPLC with a chiral stationary column confirmed clear baseline separation of each enantiomer.

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パーセンタイル:61.54

分野:Chemistry, Organic

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