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Catalytic Asymmetric Friedel–Crafts Reaction of Activated Phenols and 4‐Oxo‐4‐arylbutenoates
Author(s) -
Bai Sha,
Liu Xiaohua,
Wang Zhen,
Cao Weidi,
Lin Lili,
Feng Xiaoming
Publication year - 2012
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.201200341
Subject(s) - chemistry , friedel–crafts reaction , enantioselective synthesis , catalysis , phenols , scandium , organic chemistry , reaction conditions , medicinal chemistry
A highly enantioselective Friedel–Crafts reaction of activated phenols with ( E )‐4‐oxo‐4‐arylbutenoates has been developed with the N , N′ ‐dioxide‐scandium(III) complex as the catalyst. A variety of ( E )‐4‐oxo‐4‐arylbutenoates were found to be suitable substrates for the reaction. The desired products were obtained in moderate to high yields (up to 98%) and excellent enantioselectivities (up to 97% ee ).