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Titanium–Salan‐Catalyzed Asymmetric Epoxidation with Aqueous Hydrogen Peroxide as the Oxidant
Author(s) -
Sawada Yuji,
Matsumoto Kazuhiro,
Kondo Shoichi,
Watanabe Hisayuki,
Ozawa Tomoyuki,
Suzuki Kenji,
Saito Bunnai,
Katsuki Tsutomu
Publication year - 2006
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.200600636
Subject(s) - hydrogen peroxide , catalysis , enantioselective synthesis , chemistry , aqueous solution , aqueous medium , stereospecificity , titanium , peroxide , ligand (biochemistry) , combinatorial chemistry , organic chemistry , receptor , biochemistry
Keep it simple : A titanium complex with a salan ligand bearing phenyl groups at C3 and C3′ is an efficient catalyst for the enantioselective epoxidation of unfunctionalized olefins with aqueous hydrogen peroxide (see scheme); furthermore, the epoxidation was stereospecific. The C3 and C3′ substituents stabilize this complex and enhance the asymmetric induction.