Platinum-Catalyzed Intramolecular Hydroamination of Unactivated Olefins with Secondary Alkylamines
Top Cited Papers
- 8 January 2005
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 127 (4) , 1070-1071
- https://doi.org/10.1021/ja043278q
Abstract
Reaction of benzyl-2,2-diphenyl-4-pentenylamine with a catalytic 1:2 mixture of [PtCl2(H2CCH2)]2 (2.5 mol %) and PPh3 in dioxane at 120 °C for 16 h led to isolation of 1-benzyl-2-methyl-4,4-diphenylpyrrolidine in 75% yield. A number of γ- and δ-amino olefins underwent intramolecular hydroamination to form the corresponding pyrrolidine derivatives in moderate to good yield. The reaction displayed excellent functional group compatibility and low moisture sensitivity.Keywords
This publication has 37 references indexed in Scilit:
- Platinum-Catalyzed Intermolecular Hydroamination of Unactivated Olefins with CarboxamidesOrganometallics, 2004
- Rhodium-Catalyzed Anti-Markovnikov Hydroamination of VinylarenesJournal of the American Chemical Society, 2003
- The First Rhodium-Catalyzed Anti-Markovnikov Hydroamination: Studies on Hydroamination and Oxidative Amination of Aromatic OlefinsChemistry – A European Journal, 1999
- Metal-Initiated Amination of Alkenes and AlkynesChemical Reviews, 1998
- Daphniphyllum alkaloids. 14. Total synthesis of (.+-.)-bukittinggineThe Journal of Organic Chemistry, 1992
- Synthesis of Amines and Ammonium SaltsPublished by Elsevier ,1991
- Metal amide catalyzed amination of olefinsPublished by Walter de Gruyter GmbH ,1985
- Synthesis of Five-membered Rings with One HeteroatomPublished by Elsevier ,1984
- The Platinum‐Promoted Cyclization of 4‐PentenylamineAngewandte Chemie International Edition in English, 1975
- Alkali Metal-catalyzed Amination of OlefinsJournal of the American Chemical Society, 1954