Selective Activation of Enantiotopic C(sp3)−Hydrogen by Means of Chiral Phosphoric Acid: Asymmetric Synthesis of Tetrahydroquinoline Derivatives
摘要:
Chiral phosphoric acid-catalyzed asymmetric C-H functionalization has been achieved. In this process, enantiotopic C(sp(3))-hydrogen is selectively activated by chiral phosphoric acid to afford tetrahydroquinoline derivatives with excellent enantioselectivities (up to 97% ee).
Catalytic Enantioselective tert-Aminocyclization by Asymmetric Binary Acid Catalysis (ABC): Stereospecific 1,5-Hydrogen Transfer
作者:Liujuan Chen、Long Zhang、Jian Lv、Jin-Pei Cheng、Sanzhong Luo
DOI:10.1002/chem.201201532
日期:2012.7.16
Selective H transfer by ABC: A new asymmetric binary acid catalyst was developed to promote 1,5‐H transfer specifically and stereoselectively in tert‐aminocyclization reactions with excellent activity, high enantioselectivity, and broad substrate scope. The H atom (in red) was proven to transfer through a stereospecific suprafacial pathway (see scheme).