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Copper‐Catalyzed Rearrangement of N ‐Aryl Nitrones into Epoxyketimines
Author(s) -
Mo DongLiang,
Anderson Laura L.
Publication year - 2013
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.201301963
Subject(s) - catalysis , aryl , copper , scope (computer science) , combinatorial chemistry , transformation (genetics) , chemistry , oxygen , organic chemistry , computer science , biochemistry , alkyl , gene , programming language
Please pass the oxygen : A new method for the preparation of trans ‐α,β‐epoxyketimines has been achieved through a copper‐catalyzed rearrangement of ( E )‐α,β‐unsaturated nitrones. The scope and tolerance of the method is evaluated and the synthetic utility of the products is demonstrated. The new transformation provides facile access to an unusual, densely functionalized intermediate that can be exploited for further synthetic application.