Platinum-catalyzed intramolecular hydroamination of unactivated olefins with secondary alkylamines.

Journal Article (Journal Article)

Reaction of benzyl-2,2-diphenyl-4-pentenylamine with a catalytic 1:2 mixture of [PtCl2(H2C=CH2)]2 (2.5 mol %) and PPh3 in dioxane at 120 degrees C for 16 h led to isolation of 1-benzyl-2-methyl-4,4-diphenylpyrrolidine in 75% yield. A number of gamma- and delta-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.

Full Text

Duke Authors

Cited Authors

  • Bender, CF; Widenhoefer, RA

Published Date

  • February 2005

Published In

Volume / Issue

  • 127 / 4

Start / End Page

  • 1070 - 1071

PubMed ID

  • 15669824

Pubmed Central ID

  • 15669824

Electronic International Standard Serial Number (EISSN)

  • 1520-5126

International Standard Serial Number (ISSN)

  • 0002-7863

Digital Object Identifier (DOI)

  • 10.1021/ja043278q

Language

  • eng