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Directed meta-metalation using alkali-metal-mediated zincation

Mulvey, R.E. and Armstrong, David R. and Clegg, W. and Hevia, E. and Dale, S.H. and Hogg, L.M. and Honeyman, G.W. (2006) Directed meta-metalation using alkali-metal-mediated zincation. Angewandte Chemie, 45. pp. 3775-3778.

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Abstract

Transforming a carbon–hydrogen bond of an organic compound into a more useful, more reactive carbon–metal bond (so-called deprotonative metalation), which, in turn, can be treated with an electrophile to create a new carbon–carbon or carbon–heteroatom bond, is one of the most fundamental synthetic approaches that chemists employ to construct compounds.[1, 2] Many of these reactions involve a special type of deprotonative metalation, in which an activating functional group is positioned adjacent to the hydrogen atom (strictly a proton) that is to be replaced by the metal cation.