Successive addition of two different Grignard reagents to nitriles: access to α,α-disubstituted propargylamine derivatives

Julien Caillé; Fatma Boukattaya; Fabien Boeda; Morwenna Pearson-Long; Houcine Ammar; Philippe Bertus

doi:10.1039/c7ob03047a

Article dans une revue

Successive addition of two different Grignard reagents to nitriles: access to α,α-disubstituted propargylamine derivatives

Julien Caillé ¹ Fatma Boukattaya ^{1, 2} Fabien Boeda ¹ Morwenna Pearson-Long ¹ Houcine Ammar ² Philippe Bertus ¹

1 IMMM - Institut des Molécules et Matériaux du Mans

2 Faculté des Sciences de Sfax

Abstract : The successive addition of two different Grignard reagents to acyl cyanohydrins was performed with success by taking advantage of the low reactivity of alkynyl Grignard reagents. The experimental conditions were adjusted so that they were not reactive during the first addition step, but reactive only in the second one. The synthetic utility of the prepared compounds was validated by the preparation of chiral quaternary α-amino acids.

Type de document :

Article dans une revue

Domaine :

Chimie

Chimie / Chimie organique

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https://hal-univ-lemans.archives-ouvertes.fr/hal-01914744
Contributeur : Philippe Bertus Connectez-vous pour contacter le contributeur
Soumis le : mercredi 7 novembre 2018 - 10:25:07
Dernière modification le : mardi 27 septembre 2022 - 04:10:52

Successive addition of two different Grignard reagents to nitriles: access to α,α-disubstituted propargylamine derivatives

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Successive addition of two different Grignard reagents to nitriles: access to α,α-disubstituted propargylamine derivatives

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