Access to 3-methyl-4-methylene-N-tosylpyrrolidine and 3,4-dimethyl-N-tosylpyrroline by ruthenium-catalyzed cascade cycloisomerization/isomerization reactions


Ozdemir I., CETINKAYA E., CETINKAYA B., CICEK M., SEMERIL D., BRUNEAU C., ...More

EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, no.2, pp.418-422, 2004 (SCI-Expanded) identifier identifier

Abstract

New RuCl2(benzimidazole)(arene) complexes have been prepared. Upon reaction with 1,1-diphenylprop-2-ynol they generate catalyst precursors which perform the cycloisomerization of diallyltosylamide into 3-methyl-4-methylene-N-tosylpyrrolidine. The presence of N-(2,4,6-trimethyl-benzyl)benzimidazole as ligand leads to a subsequent isomerization and gives the 3,4-dimethyl-N-tosylpyrroline. (C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.