Picture of wind turbine against blue sky

Open Access research with a real impact...

The Strathprints institutional repository is a digital archive of University of Strathclyde research outputs.

The Energy Systems Research Unit (ESRU) within Strathclyde's Department of Mechanical and Aerospace Engineering is producing Open Access research that can help society deploy and optimise renewable energy systems, such as wind turbine technology.

Explore wind turbine research in Strathprints

Explore all of Strathclyde's Open Access research content

Modified Shapiro reactions with bismesitylmagnesium as an efficient base reagent

Kerr, William and Morrison, Angus J and Pazicky, Marek and Weber, Tina (2012) Modified Shapiro reactions with bismesitylmagnesium as an efficient base reagent. Organic Letters, 14 (9). pp. 2250-2253. ISSN 1523-7060

Full text not available in this repository. (Request a copy from the Strathclyde author)

Abstract

Bismesitylmagnesium has been shown to successfully mediate the Shapiro reaction. A range of tosylhydrazones has been subjected to the developed system, which furnishes exceptionally high incorporation of the introduced electrophiles and good yields of the functionalised styrenes. At conveniently accessible temperatures and with a comparably small excess of base reagent, this protocol offers an efficient alternative to the lithium-mediated process. Importantly, 1.05 equiv of Weinreb amides are sufficient to obtain aryl enones in good yields.