Formation of β-Substituted γ-Keto Esters via Zinc Carbenoid Mediated Chain Extension
Weimin Lin, Robert J. McGinness, Emerald C. Wilson, Charles K. Zercher*
*Department of Chemistry, University of New Hampshire, Durham, NH 03824, USA, Email: ckzcisunix.unh.edu
W. Lin, R. J. McGinness, E. C. Wilson, C. K. Zercher, Synthesis, 2007, 2404-2408.
DOI: 10.1055/s-2007-965886
Abstract
The conversion of β-keto esters into β-methylated and phenylated γ-keto esters can be achieved through treatment with zinc carbenoids derived from 1,1-diiodoethane and diiodotoluene, respectively.
see article for more examples
Zinc Carbenoid-Mediated Chain Extension: Preparation of α,β-Unsaturated-γ-keto Esters and Amides
M. D. Ronsheim, C. K Zercher, J. Org. Chem., 2003, 68, 4535-4538.
Key Words
carbenoids, diiodoethane, esters, chain extension, zinc
ID: J66-Y2007-2470