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Durham University

Department of Chemistry

Publication details for Prof. Graham Sandford

Willis, N.J., Fisher, C.A., Alder, C.M., Harsanyi, A., Shukla, L., Adams, J.P. & Sandford, G. (2016). Sustainable synthesis of enantiopure fluorolactam derivatives by a selective direct fluorination – amidase strategy. Green Chemistry 18(5): 1313-1318.

Author(s) from Durham

Abstract

Pharmaceutically important chiral fluorolactam derivatives bearing a fluorine atom at a stereogenic centre were synthesized by a route involving copper catalyzed selective direct fluorination using fluorine gas for the construction of the key C–F bond and a biochemical amidase process for the crucial asymmetric cyclisation stage. A comparison of process green metrics with reported palladium catalyzed enantioselective fluorination methodology shows the fluorination-amidase route to be very efficient and more suitable for scale-up.