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Communication | Regular issue | Vol 20, No. 9, 1983, pp.1737-1740
Published online, 1st January, 1970
DOI: 10.3987/R-1983-09-1737
Regiospecific and Stereoselective Synthesis of E or Z-N-Allyl Pyrroles via Vinylphosphonium Salts

Russell J. Linderman and A. I. Meyers

*Department of Chemistry, Colorado State University, Fort Collins, CO 80523-1872, U.S.A.


Reaction of N-sodiopyrrole with vinyltriphenyl phosphonium bromide and various aldehydes gives only N-allylpyrroles with generally very high Z-geometry. The same reaction using vinyltri-n-butylphosphonium bromide furnished N-allylpyrroles with moderate to high E-geometry.