金鸡纳
磺胺
化学
生物碱
催化作用
铜
有机化学
配体(生物化学)
组合化学
对映选择合成
受体
生物化学
作者
Xitao Li,Qiang‐Shuai Gu,Xiaoyang Dong,Meng Xiang,Xin‐Yuan Liu
标识
DOI:10.1002/anie.201804315
摘要
Abstract A copper‐catalyzed asymmetric radical oxytrifluoromethylation of alkenyl oxime and Togni's reagent has been successfully developed, thereby providing straightforward access to CF3‐containing isoxazolines bearing α‐tertiary stereocenters with excellent yield and enantioselectivity. The key to success is the rational design of cinchona‐alkaloid‐based sulfonamides as neutral/anionic hybrid ligands to effectively control the stereochemistry in copper‐catalyzed reactions involving free alkyl radical species. The utility of this method is illustrated by efficient transformation of the products into useful chiral CF3‐containing 1,3‐aminoalcohols.
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