Raising the Diversity of Ugi Reactions Through Selective Alkylations and Allylations of Ugi Adducts

Alaa Zidan; Abeer El-Naggar; Nour Abd El-Sattar; Ali Khalil Ali; Laurent El Kaim

doi:10.3389/fchem.2019.00020

Journal articles

Raising the Diversity of Ugi Reactions Through Selective Alkylations and Allylations of Ugi Adducts

Alaa Zidan ^{1, 2, 3} Abeer El-Naggar ³ Nour Abd El-Sattar ³ Ali Khalil Ali ^{3, *} Laurent El Kaim ^{1, 2, *}

* Corresponding author

1 ENSTA Paris - École Nationale Supérieure de Techniques Avancées

2 DCSO - Laboratoire de synthèse organique

3 Faculty of Science [ASU]

Abstract : We report here selective Tsuji-Trost type allylation of Ugi adducts using a strategy based on the enhanced nucleophilicity of amide dianions. Ugi adducts derived from aromatic aldehydes were easily allylated at their peptidyl position with allyl acetate in the presence of palladium catalysts. These substitutions were compared to more classical transition metal free allylations using allyl bromides.

Keywords : Tsuji-Trost reaction Ugi reaction allylation metathesis palladium piperidines

Document type :

Journal articles

Domain :

Chemical Sciences / Organic chemistry

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https://hal-polytechnique.archives-ouvertes.fr/hal-02096847
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Submitted on : Thursday, April 11, 2019 - 4:03:34 PM
Last modification on : Tuesday, January 4, 2022 - 5:55:38 AM

Raising the Diversity of Ugi Reactions Through Selective Alkylations and Allylations of Ugi Adducts

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Raising the Diversity of Ugi Reactions Through Selective Alkylations and Allylations of Ugi Adducts

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