化学
对映选择合成
催化作用
卡宾
电泳剂
镍
立体化学
原子经济
亲电芳香族取代
芳基
戒指(化学)
组合化学
药物化学
有机化学
烷基
作者
Jintong Zhang,Tingting Sun,Zishuo Zhang,Haiqun Cao,Zhushuang Bai,Zhi‐Chao Cao
摘要
The pioneering nickel-catalyzed cross-coupling of C-O electrophiles was unlocked by Wenkert in the 1970s; however, the transition-metal-catalyzed asymmetric activation of aromatic C-O bonds has never been reported. Herein the first enantioselective activation of an aromatic C-O bond is demonstrated via the catalytic arylative ring-opening cross-coupling of diarylfurans. This transformation is facilitated via nickel catalysis in the presence of chiral N-heterocyclic carbene ligands, and chiral 2-aryl-2'-hydroxy-1,1'-binaphthyl (ArOBIN) skeletons are delivered axially in high yields with high ee. Moreover, this versatile skeleton can be transformed into various synthetic useful intermediates, chiral catalysts, and ligands by using the CH- and OH-based modifiable sites. This chemistry features mild conditions and good atom economy.
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