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Asymmetric Neutral Amination of Nitroolefins Catalyzed by Chiral Bifunctional Ammonium Salts in Water‐Rich Biphasic Solvent
Author(s) -
Wang Lijia,
Shirakawa Seiji,
Maruoka Keiji
Publication year - 2011
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.201101307
Subject(s) - bifunctional , amination , ammonium bromide , chemistry , solvent , catalysis , ammonium , enantioselective synthesis , phase (matter) , bromide , organic chemistry , pulmonary surfactant , biochemistry
It′s just a phase : Environmentally benign title reaction was achieved under neutral phase‐transfer conditions in the presence of 0.05 mol % of a chiral bifunctional ammonium bromide. The importance of bifunctional design of the chiral phase‐transfer catalysts (PTC) was clearly shown in the transition‐state model of the reaction based on the single‐crystal X‐ray structure. Bn=benzyl, Boc= tert ‐butoxycarbonyl.