亲核细胞
卤素
化学
溴
位阻效应
取代反应
亲核取代
电泳剂
叠氮化物
溴化物
药物化学
立体化学
有机化学
SN2反应
催化作用
烷基
作者
Xin Zhang,Jingyun Ren,Siu Min Tan,Davin Tan,Richmond Lee,Choon‐Hong Tan
出处
期刊:Science
[American Association for the Advancement of Science (AAAS)]
日期:2019-01-25
卷期号:363 (6425): 400-404
被引量:99
标识
DOI:10.1126/science.aau7797
摘要
Attack from the front Biomolecular substitution reactions are widely applied to compounds with carbon-halogen bonds. Typically, an incoming reactive group will attack the carbon from behind its bond with the halogen, causing the halogen to depart in the opposite direction. Zhang et al. now present an asymmetric catalytic substitution reaction that flips the script with an attack on the halogen from the front. Specifically, nitrogen and sulfur nucleophiles stripped bromine from a variety of carbon centers activated by electron-withdrawing groups. A chiral cationic catalyst then directed the carbon fragment back to form a carbon-sulfur or carbon-nitrogen bond enantioselectively. Science , this issue p. 400
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