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Citation
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HERO ID
8400644
Reference Type
Journal Article
Title
Nucleophilic catalysis by 4-(dialkylamino)pyridines revisited - The search for optimal reactivity and selectivity
Author(s)
Spivey, AC; Arseniyadis, S
Year
2004
Is Peer Reviewed?
Yes
Journal
Angewandte Chemie (International Edition)
ISSN:
1433-7851
EISSN:
1521-3773
Volume
43
Issue
41
Page Numbers
5436-5441
Language
English
DOI
10.1002/anie.200460373
Abstract
A complex interplay between catalyst structure, acylating agent, auxiliary base, and solvent governs the reactivity and selectivity in 4-(dialkylamino) pyridine-catalyzed esterification reactions (see scheme). This highlight attempts a rationalization of the complicated mechanism and puts forward some explanations for seemingly contradictory experimental observations.
Keywords
Asymmetric catalysis; Esterification; N ligands; Nucleophilic catalysis; Organocatalysis
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