Synthesis 2016; 48(19): 3400-3412
DOI: 10.1055/s-0035-1562453
paper
© Georg Thieme Verlag Stuttgart · New York

Dehydrogenative Allylic Aminations of But-3-enoic Acid Derivatives

Daria Diamante
a  Sorbonne Universités, UPMC Univ Paris 06, Institut Parisien de Chimie Moléculaire, UMR CNRS 8232, Case 229, 4 Place Jussieu, 75252 Paris Cedex 05, France   Email: julie.oble@upmc.fr   Email: giovanni.poli@upmc.fr
,
Sara Gabrieli
a  Sorbonne Universités, UPMC Univ Paris 06, Institut Parisien de Chimie Moléculaire, UMR CNRS 8232, Case 229, 4 Place Jussieu, 75252 Paris Cedex 05, France   Email: julie.oble@upmc.fr   Email: giovanni.poli@upmc.fr
,
Tiziana Benincori
b  Dipartimento di Scienza e Alta Tecnologia, Università degli Studi dell’Insubria, via Valleggio 11, 22100 Como, Italy   Email: gianluigi.broggini@uninsubria.it
,
Gianluigi Broggini*
b  Dipartimento di Scienza e Alta Tecnologia, Università degli Studi dell’Insubria, via Valleggio 11, 22100 Como, Italy   Email: gianluigi.broggini@uninsubria.it
,
Julie Oble*
a  Sorbonne Universités, UPMC Univ Paris 06, Institut Parisien de Chimie Moléculaire, UMR CNRS 8232, Case 229, 4 Place Jussieu, 75252 Paris Cedex 05, France   Email: julie.oble@upmc.fr   Email: giovanni.poli@upmc.fr
,
Giovanni Poli*
a  Sorbonne Universités, UPMC Univ Paris 06, Institut Parisien de Chimie Moléculaire, UMR CNRS 8232, Case 229, 4 Place Jussieu, 75252 Paris Cedex 05, France   Email: julie.oble@upmc.fr   Email: giovanni.poli@upmc.fr
› Author Affiliations
Further Information

Publication History

Received: 25 May 2016

Accepted after revision: 10 June 2016

Publication Date:
22 July 2016 (eFirst)

In memory of Professor Jean Normant: a great chemist, an extraordinary man.

Abstract

Two complementary Pd-catalyzed protocols enabling the γ-selective intermolecular allylic amination of but-3-enoic acid derivatives are reported. These transformations can be successfully achieved via either­ a direct Pd(II)-catalyzed protocol or by way of a one-pot Pd(II)/Pd(0)-catalyzed sequence, depending on the nature of the nitrogen nucleophile used.

Supporting Information

 
  • References

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