From left: Professor Martin D. Smith, Melissa D’Ascenzio, and Roly J. Armstrong (University of Oxford, UK)
Cation-Directed Enantioselective N-Functionalization of Pyrroles
Martin D. Smith presents his latest results on the cation-directed enantioselective N-functionalization of pyrroles.
Cation-Directed Enantioselective N-Functionalization of Pyrroles: M. D. Smith and co-workers
Synlett 2016, DOI: 10.1055/s-0035-1560813
Chiral non-racemic pyrrole scaffolds are frequently encountered in natural and biologically active compounds; therefore, the development of new enantioselective strategies for assembling in a stereocontrolled manner substituted pyrroles remains a very active area of research. A novel enantioselective cation-directed methodology for preparing N-substituted pyrroles has been recently reported by the group of Professor Martin D. Smith from the University of Oxford (UK), that demonstrated both synthetic efficiency and scope of the process.
Professor Smith said: “This work shows that enantioselective N-functionalization of pyrroles can be achieved using a simple ammonium salt catalyst in the presence of aqueous base. It is also noteworthy that these reactions proceed without an acidifying group on the pyrrole.”