立体中心
化学
对映选择合成
催化作用
卤化物
位阻效应
钴
组合化学
有机化学
立体化学
作者
Tingting Xia,Yantao Wu,Jiangtao Hu,Xianqing Wu,Jingping Qü,Yifeng Chen
标识
DOI:10.1002/anie.202316012
摘要
Chromium-catalyzed enantioselective Nozaki-Hiyama-Kishi (NHK) reaction represents one of the most powerful approaches for the formation of chiral carbon-heteroatom bond. However, the construction of sterically encumbered tetrasubstituted stereocenter through NHK reaction still posts a significant challenge. Herein, we disclose a cobalt-catalyzed aza-NHK reaction of ketimine with alkenyl halide to provide a convenient synthetic approach for the manufacture of enantioenriched tetrasubstituted α-vinylic amino acid. This protocol exhibits excellent functional group tolerance with excellent 99 % ee in most cases. Additionally, this asymmetric reductive method is also applicable to the aldimine to access the trisubstituted stereogenic centers.
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