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In Situ Enamine Activation in Aqueous Salt Solutions: Highly Efficient Asymmetric Organocatalytic Diels–Alder Reaction of Cyclohexenones with Nitroolefins
Author(s) -
Xu DanQian,
Xia AiBao,
Luo ShuPing,
Tang Jie,
Zhang Shuai,
Jiang JunRong,
Xu ZhenYuan
Publication year - 2009
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.200900269
Subject(s) - enamine , diels–alder reaction , chemistry , brine , aqueous solution , organocatalysis , organic chemistry , salt (chemistry) , catalysis , enantioselective synthesis
Abstract Deep‐sea Diels–Alder : The asymmetric organocatalytic Diels–Alder reaction of cyclohexenones with aromatic nitroolefins can be carried out in seawater and brine. The reaction proceeds by an in situ enamine activation involving a one‐step concerted addition pathway (see scheme).