Directed Nickel-Catalyzed Negishi Cross Coupling of Alkyl Aziridines

Autor:	Abigail G. Doyle, Chung‐Yang Huang, Daniel K. Nielsen
Rok vydání:	2013
Předmět:	chemistry.chemical_classification Olefin fiber Molecular Structure Negishi coupling Aziridines General Chemistry Biochemistry Combinatorial chemistry Oxidative addition Catalysis Reductive elimination Colloid and Surface Chemistry chemistry Nickel Reagent Electrophile Organic chemistry Alkyl
Zdroj:	Journal of the American Chemical Society. 135:13605-13609
ISSN:	1520-5126 0002-7863
DOI:	10.1021/ja4076716
Popis:	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 Csp(3)-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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::cc5f19c120133a8efd32a24a7446879d https://doi.org/10.1021/ja4076716 Zobrazit plný text záznamu