Reductive Passerini/Tsuji–Trost Strategy towards β,γ-Unsaturated Amides

Aurélie Dos Santos; Laurent El Kaïm

doi:10.1055/s-0033-1340187

Synlett, Table of Contents

Synlett 2014; 25(13): 1901-1903
DOI: 10.1055/s-0033-1340187

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Reductive Passerini/Tsuji–Trost Strategy towards β,γ-Unsaturated Amides

Aurélie Dos Santos

DCSO-UMR 7652: CNRS-ENSTA-Ecole Polytechnique, Laboratoire Chimie et Procédés, Ecole Nationale Supérieure de Techniques Avancées, 828 Bd des Maréchaux, 91128 Palaiseau, France Email: laurent.elkaim@ensta-paristech.fr

,

Laurent El Kaïm*

DCSO-UMR 7652: CNRS-ENSTA-Ecole Polytechnique, Laboratoire Chimie et Procédés, Ecole Nationale Supérieure de Techniques Avancées, 828 Bd des Maréchaux, 91128 Palaiseau, France Email: laurent.elkaim@ensta-paristech.fr

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Abstract

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Abstract

The Passerini reaction of α,β-unsaturated aldehydes with formic acid followed by a reductive Tsuji–Trost reaction affords β,γ-unsaturated amides. The overall process may be viewed as a one-carbon homologation of unsaturated aldehydes into amides.

Key words

palladium - multicomponent reaction - reduction - allyl complexes - tandem reaction

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References

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