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Asymmetric Dearomatization of β‐Naphthols through a Bifunctional‐Thiourea‐Catalyzed Michael Reaction
Author(s) -
Wang ShouGuo,
Liu XiJia,
Zhao QunChao,
Zheng Chao,
Wang ShaoBo,
You ShuLi
Publication year - 2015
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201507998
Subject(s) - stereocenter , thiourea , bifunctional , michael reaction , chemistry , quaternary carbon , yield (engineering) , enantioselective synthesis , catalysis , organic chemistry , intermolecular force , organocatalysis , molecule , materials science , metallurgy
An intermolecular asymmetric dearomatization reaction of β‐naphthols with nitroethylene through a chiral‐thiourea‐catalyzed Michael reaction is described. Enantioenriched functionalized β‐naphthalenones with an all‐carbon quaternary stereogenic center could thus be easily constructed from simple naphthol derivatives in good yields and excellent enantioselectivity (up to 79 % yield, 98 % ee ).