Access to 3‐Methyl‐4‐methylene‐N‐tosylpyrrolidine and 3,4‐DimethylN‐tosylpyrroline by Ruthenium‐Catalyzed Cascade Cycloisomerization/Isomerization Reactions
- 1 January 2004
- journal article
- research article
- Published by Wiley in European Journal of Inorganic Chemistry
- Vol. 2004 (2) , 418-422
- https://doi.org/10.1002/ejic.200300224
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‐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)Keywords
This publication has 26 references indexed in Scilit:
- On the Sense of the Enantioselection in Hydrogen Transfer Reactions from 2-Propanol to KetonesAdvanced Synthesis & Catalysis, 2002
- Ruthenium Catalyst Dichotomy: Selective Catalytic Diene Cycloisomerization or MetathesisHelvetica Chimica Acta, 2001
- Visible light induced ring-opening metathesis polymerisation of cycloocteneChemical Communications, 2001
- Titanium(IV) Aryloxide Catalyzed Cyclization Reactions of 1,6- and 1,7-DienesJournal of the American Chemical Society, 2000
- Benzimidazole, Benzothiazole and Benzoxazole Ruthenium(II) Complexes; Catalytic Synthesis of 2,3-DimethylfuranEuropean Journal of Inorganic Chemistry, 2000
- Coordinatively Unsaturated 16-Electron Ruthenium Allenylidene Complexes: Synthetic, Structural, and Catalytic StudiesOrganometallics, 1999
- (p-cymene)RuLCl2 (L = 1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene and 1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene) and Related Complexes as Ring Closing Metathesis CatalystsOrganometallics, 1999
- Room temperature operating allenylidene precatalyst [LnRuξCξCξCR2]+X- for olefin metathesis: dramatic influence of the counter anion X-New Journal of Chemistry, 1999
- A most user-friendly protocol for ring closing metathesis reactionsChemical Communications, 1999
- Cycloisomerisation of 1,6-Dienes in the Presence of Cationic Palladium CatalystsSynlett, 1998