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Carbenoid Transfer to Imines: A New Asymmetric Catalytic Synthesis of Aziridines
Author(s) -
Hansen Karl B.,
Finney Nathaniel S.,
Jacobsen Eric N.
Publication year - 1995
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199506761
Subject(s) - carbenoid , catalysis , chemistry , copper , ylide , enantioselective synthesis , combinatorial chemistry , medicinal chemistry , organic chemistry , rhodium
An azomethine ylide is invoked as an intermediate in the copper‐catalyzed addition of diazoesters to imines [Eq. (a)]. Coordinated to the chiral copper(I)–bis(dihydrooxazole) catalyst, these intermediates cyclize to produce enantiomerically enriched 1,3‐diaryl‐2‐carboxyethylaziridines (44–67% ee ).
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