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Access to 3‐Methyl‐4‐methylene‐ N ‐tosylpyrrolidine and 3,4‐Dimethyl N ‐tosylpyrroline by Ruthenium‐Catalyzed Cascade Cycloisomerization/Isomerization Reactions
Author(s) -
Özdemir Ismail,
Çetinkaya Engin,
Çetinkaya Bekir,
Çiçek Metin,
Sémeril David,
Bruneau Christian,
Dixneuf Pierre H.
Publication year - 2004
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.200300224
Subject(s) - cycloisomerization , chemistry , isomerization , ruthenium , methylene , catalysis , benzimidazole , ligand (biochemistry) , medicinal chemistry , photochemistry , organic chemistry , receptor , biochemistry
Abstract New RuCl 2 (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‐trimethylbenzyl)benzimidazole as ligand leads to a subsequent isomerization and gives the 3,4‐dimethyl‐ N ‐tosylpyrroline. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)