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.

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Duke Authors

Widenhoefer, Ross A.

Cited Authors

Bender, CF; Widenhoefer, RA

Published Date

February 2005

Published In

Journal of the American Chemical Society

Volume / Issue

127 / 4

Start / End Page

1070 - 1071

PubMed ID

15669824

Electronic International Standard Serial Number (EISSN)

1520-5126

International Standard Serial Number (ISSN)

0002-7863

Digital Object Identifier (DOI)

10.1021/ja043278q

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