Palladium-Catalyzed Substitution of Allylic Fluorides

被引：86
作者：
Hazari, Amaruka [1 ]
Gouverneur, Veronique [1 ]
Brown, John M. [1 ]
机构：
[1] Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 07期
关键词：
allyl ligands; allylation; homogeneous catalysis; palladium; reaction mechanisms; OXIDATIVE ADDITION; CHLORIDE-IONS; COMPLEXES; METAL; FLUORINATION; STEREOCHEMISTRY; CARBOXYLATES; KINETICS; ACETATES; LIGAND;
D O I：
10.1002/anie.200804310
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
As unusual substrates for the Tsuji-Trost allylation reaction, allylic fluorides are responsive to palladiumcatalyzed substitution. Their activity towards this reaction fits in the series OCO2Me>OBz≫ F≫ OAc. The classic stereoretention mechanism that involves sequential inversions does not operate in this case. Several distinct cases are considered. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
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收藏
页码：1296 / 1299
页数：4
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