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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:

W. Lin, R. J. McGinness, E. C. Wilson, C. K. Zercher, Synthesis, 2007, 2404-2408.

DOI: 10.1055/s-2007-965886


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