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A. P. Dove, R. C. Pratt, B. G. G. Lohmeijer, H. Li, E. C. Hagberg, R. M. Waymouth and J. L. Hedrick, “N-Hetero- cyclic Carbenes as Organic Catalysts,” In: S. P. Nolan, Ed., N-Heterocyclic Carbenes in Synthesis, Wiley-VCH, Weinheim, 2006, pp. 275-296. doi:10.1002/9783527609451.ch12

has been cited by the following article:

• TITLE: Investigation of the Role of Electrogenerated N-Heterocyclic Carbene in the Staudinger Synthesis in Ionic Liquid

  AUTHORS: Marta Feroci

  KEYWORDS: Electrosynthesis, NHC, Staudinger Synthesis, ?-Lactams, Organocatalyst, Ionic Liquid

  JOURNAL NAME: International Journal of Organic Chemistry, Vol.1 No.4, December 27, 2011

  ABSTRACT: Electrogenerated N-heterocyclic carbene (NHC), obtained by cathodic reduction of Bmim-BF4, behaves as organocatalyst and base in the Staudinger synthesis from an acyl chloride and a deactivated imine in ionic liquid to yield ?-lactams. The effect of many parameters (temperature, amount of electricity, substituents, presence of an external base) has been evaluated and a tentative mechanism for the Staudinger synthesis in a very polar medium like the ionic liquid reported. The yields of isolated ?-lactams are good, starting from non-electrophilic imines, and predominantly trans lactams are obtained with a good diastereomeric ratio.