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Conjugate addition‐enantioselective protonation to forge tertiary stereocentresαto azaarenes via cooperative hydrogen atom transfer and chiral hydrogen‐bonding catalysis
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作者 Yaqi Tan Yanli Yin +3 位作者 Shanshan Cao Xiaowei Zhao Guirong Qu Zhiyong Jiang 《Chinese Journal of Catalysis》 SCIE EI CAS CSCD 2022年第3期558-563,共6页
Cooperative hydrogen atom transfer and chiral hydrogen‐bonding catalysis as a new platform for the asymmetric synthesis of azaarene derivatives is reported.By using a tetrabutylammonium decatungstate as the photocata... Cooperative hydrogen atom transfer and chiral hydrogen‐bonding catalysis as a new platform for the asymmetric synthesis of azaarene derivatives is reported.By using a tetrabutylammonium decatungstate as the photocatalyst and a chiral phosphoric acid as the hydrogen‐bonding catalyst,transformations of a variety of commercially available hydrocarbons and silanes with diverseα‐branched 2‐vinylazaarenes could efficiently experience a tandem radical conjugate addition and enantioselective protonation process,providing a convenient and fully atom economical approach to access a range of valuable enantioenrichedα‐tertiary azaarenes in high yields with good to excellent enantioselectivities(up to 93%ee).Through the direct use of tert‐butyl methylcarbamate as the feedstock,this method enables a highly practical and concise synthesis of the enantiomerically pure medicinal molecule pheniramine(Avil). 展开更多
关键词 PHOTOCATALYSIS Cooperative catalysis Hydrogen atom transfer Enantioselective protonation AZAARENES
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