373623-33-7Relevant articles and documents
Directed nickel-catalyzed negishi cross coupling of alkyl aziridines
Nielsen, Daniel K.,Huang, Chung-Yang,Doyle, Abigail G.
supporting information, p. 13605 - 13609 (2013/09/24)
Herein we report a nickel-catalyzed C-C bond-forming reaction between simple alkyl aziridines and organozinc reagents. This method represents the first catalytic cross-coupling reaction employing a nonallylic and nonbenzylic Csp3-N bond as an electrophile. Key to its success is the use of a new N-protecting group (cinsyl or Cn) bearing an electron-deficient olefin that directs oxidative addition and facilitates reductive elimination. Studies pertinent to elucidation of the mechanism of cross coupling are also presented.