Protecting group free, stereocontrolled synthesis of β-Halo-enamides

Pasqua, A.E., Crawford, J.J., Long, D.-L. and Marquez, R. (2012) Protecting group free, stereocontrolled synthesis of β-Halo-enamides. Journal of Organic Chemistry, 77(5), pp. 2149-2158. (doi: 10.1021/jo202130e)

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Enamides, dienamides, and enynamides are important building blocks in synthetic, biological, and medicinal chemistry as well as materials science. Despite the extensive breath of their potential utility in synthetic chemistry, there is a lack of simple, high-yielding methods to deliver them efficiently and as single isomers. In this paper, we present a novel, protecting group free, efficient, and stereoselective approach to the generation of β-halo-enamides. The methodology presented provides a robust synthetic platform from which E- or Z-enamides can be generated in good yields and with complete stereocontrol.

Item Type:Articles
Glasgow Author(s) Enlighten ID:Marquez, Dr Rudi and Long, Dr Deliang
Authors: Pasqua, A.E., Crawford, J.J., Long, D.-L., and Marquez, R.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Journal of Organic Chemistry
Journal Abbr.:J. Org. Chem.
ISSN (Online):1520-6904
Published Online:19 January 2012

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