Nucleophilic catalysis by 4-(dialkylamino)pyridines revisited-the search for optimal reactivity and selectivity

被引:241
作者
Spivey, AC [1 ]
Arseniyadis, S [1 ]
机构
[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England
基金
英国工程与自然科学研究理事会;
关键词
asymmetric catalysis; esterification N ligands; nucleophilic catalysis; organocatalysis;
D O I
10.1002/anie.200460373
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:5436 / 5441
页数:6
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