Issue 8, 2008
From the journal:

Organic & Biomolecular Chemistry

Synthesis of mono- and 1,3-disubstituted allenes from propargylic amines viapalladium-catalysed hydride-transfer reaction†

Hiroyuki Nakamura,*a   Makoto Ishikura,a   Tsuyuka Sugiishi,a   Takaya Kamakuraa  and  Jean-François Biellmannb  

* Corresponding authors

a Department of Chemistry, Faculty of Science, Gakushuin University, Mejiro, Tokyo, Japan
E-mail: hiroyuki.nakamura@gakushuin.ac.jp.
Fax: +81-3-5992-1029
Tel: +81-3-3986-0221

b Institute of Chemistry, Academia Sinica, Nankang Taipei, Taiwan

Abstract

Mono- and 1,3-disubstituted allenes were synthesized from the corresponding propargylamines viapalladium-catalysed hydride-transfer reaction. In the current transformation, propargylic amines can be handled as allenyl anion equivalents and introduced into various electrophiles to be transformed into allenes under palladium-catalyzed conditions.

Graphical abstract: Synthesis of mono- and 1,3-disubstituted allenes from propargylic amines viapalladium-catalysed hydride-transfer reaction

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Article information

DOI
https://doi.org/10.1039/B718298H
Article type
Paper
Submitted
27 Nov 2007
Accepted
01 Feb 2008
First published
06 Mar 2008

Org. Biomol. Chem., 2008,6, 1471-1477

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Synthesis of mono- and 1,3-disubstituted allenes from propargylic amines viapalladium-catalysed hydride-transfer reaction

H. Nakamura, M. Ishikura, T. Sugiishi, T. Kamakura and J. Biellmann, Org. Biomol. Chem., 2008, 6, 1471 DOI: 10.1039/B718298H

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