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Organocatalytic Enantioselective Regiodivergent C−H Bond Functionalization of 1‐Naphthols with 1‐Azadienes
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2020-02-03 , DOI: 10.1002/adsc.201901608
Chen Zhang 1 , Yuyu Cheng 2 , Fushuai Li 1 , Yepeng Luan 1 , Pengfei Li 2 , Wenjun Li 1
Affiliation  

An organocatalyst‐controlled site‐selectivity switchable enantioselective Friedel‐Crafts reaction of unprotected 1‐naphthols has been established for the first time via the conjugate addition of 1‐azadienes. By two chiral complementary squaramide and phosphoric acid, both ortho‐ and para‐selective Friedel‐Crafts alkylations of 1‐naphthols were independently achieved with high efficiency and enantioselectivity. With this strategy, a wide range of optically active triarylmethanes have been achieved in high yields with good to excellent enantioselectivities.

中文翻译:

1-萘酚与1-Azadienes的有机催化对映选择性区域发散CH键

未保护的1-萘酚的有机催化剂控制的位置选择性可转换的对映选择性Friedel-Crafts反应是通过共轭添加1-氮二烯首次建立的。通过两个手性互补方酸酰胺和磷酸,可以高效且对映选择性地独立实现1-萘酚的邻位对位选择性Friedel-Crafts烷基化。通过这种策略,已经以高产率获得了良好的至优异的对映选择性的多种旋光性三芳基甲烷。
更新日期:2020-02-03
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