Synthesis 2007(15): 2404-2408  
DOI: 10.1055/s-2007-965886
PAPER
© Georg Thieme Verlag Stuttgart · New York

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
Fax: +1(603)8624278; e-Mail: ckz@cisunix.unh.edu;
Further Information

Publication History

Received 22 August 2006
Publication Date:
12 January 2007 (online)

Abstract

The conversion of β-keto esters into β-methylated γ-keto esters can be achieved through treatment with zinc carbenoids derived­ from 1,1-diiodoethane. The incorporation of a β-phenyl substituent is also possible through treatment with diiodotoluene.

5

Pu, Q., unpublished results, University of New Hampshire.