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Organocatalytic Enantioselective Regiodivergent C−H Bond Functionalization of 1‐Naphthols with 1‐Azadienes
Author(s) -
Zhang Chen,
Cheng Yuyu,
Li Fushuai,
Luan Yepeng,
Li Pengfei,
Li Wenjun
Publication year - 2020
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201901608
Subject(s) - chemistry , enantioselective synthesis , squaramide , organocatalysis , friedel–crafts reaction , phosphoric acid , selectivity , conjugate , organic chemistry , combinatorial chemistry , optically active , catalysis , mathematical analysis , mathematics
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.