Palladium-catalyzed site-selective functionalization of unactivated alkenes with vinylcyclopropanes aided by weakly coordinating native amides

Herein, we have demonstrated a palladium-catalyzed regioselective allylation of unactivated alkenes with vinylcyclopropanes assisted by weak-coordinating native amides. The reaction exhibits wide substrate scope and excellent β-selectivity. Substrate diversification was performed to demonstrate the...

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Published inChemical communications (Cambridge, England) Vol. 6; no. 57; pp. 7347 - 735
Main Authors Keerthana, Meledath Sudhakaran, Jeganmohan, Masilamani
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 11.07.2024
Royal Society of Chemistry
Subjects
Alkenes
Allyl compounds
Amides
Chemical reactions
Chemistry
Chemistry, Multidisciplinary
Palladium
Physical Sciences
Reaction mechanisms
Science & Technology
Substrates
C-H FUNCTIONALIZATION
CARBONYL-COMPOUNDS
ACRYLATES
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Summary:Herein, we have demonstrated a palladium-catalyzed regioselective allylation of unactivated alkenes with vinylcyclopropanes assisted by weak-coordinating native amides. The reaction exhibits wide substrate scope and excellent β-selectivity. Substrate diversification was performed to demonstrate the synthetic utility of the reaction. Mechanistic investigations were carried out to provide an insight into the reaction mechanism. A palladium-catalyzed β-selective allylation of unactivated alkenes with vinylcyclopropanes assisted by weak-coordinating native amides has been demonstrated.
Bibliography:https://doi.org/10.1039/d4cc01034e
Electronic supplementary information (ESI) available. See DOI
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1359-7345
1364-548X
1364-548X
DOI:10.1039/d4cc01034e