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An Efficient and Highly Enantio‐ and Diastereoselective Cyclopropanation of Olefins Catalyzed by Schiff‐Base Ruthenium( II ) Complexes
Author(s) -
Miller Jason A.,
Jin Wiechang,
Nguyen SonBinh T.
Publication year - 2002
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 - 10.1002/1521-3773(20020816)41:16<2953::aid-anie2953>3.0.co;2-2
Subject(s) - cyclopropanation , ethyl diazoacetate , styrene , carbene , catalysis , chemistry , ruthenium , schiff base , medicinal chemistry , organic chemistry , polymer chemistry , copolymer , polymer
Both electron‐rich and electron‐deficient olefins —such as styrene and methyl methacrylate—undergo efficient (yields >90 %) cyclopropanation with ethyl diazoacetate as the carbene source to give predominantly trans products with exceptionally high enantioselectivity when the (salen)Ru catalyst shown is used (see scheme).