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

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

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...

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Bibliographic Details
Main Authors: Alaa Zidan, Abeer M. El-Naggar, Nour E. A. Abd El-Sattar, Ali Khalil Ali, Laurent El Kaïm
Format: Article
Language:English
Published: Frontiers Media S.A. 2019-01-01
Series:Frontiers in Chemistry
Subjects:
Ugi reaction
allylation
palladium
Tsuji-Trost reaction
metathesis
piperidines
Online Access:https://www.frontiersin.org/article/10.3389/fchem.2019.00020/full
Description
Summary: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.
ISSN:2296-2646

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