Platinum-catalyzed intramolecular hydroamination of unactivated olefins with secondary alkylamines

CF Bender, RA Widenhoefer

Index: Bender, Christopher F.; Widenhoefer, Ross A. Journal of the American Chemical Society, 2005 , vol. 127, # 4 p. 1070 - 1071

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Citation Number: 263

Abstract

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° 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 ...