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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
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201507998
Subject(s) - stereocenter , bifunctional , thiourea , michael reaction , chemistry , catalysis , quaternary carbon , yield (engineering) , enantioselective synthesis , organic chemistry , organocatalysis , intermolecular force , combinatorial chemistry , 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 ).