Palladium-Catalyzed Oxidative Intermolecular Difunctionalization of Terminal Alkenes with Organostannanes and Molecular Oxygen

被引：168
|
作者：
Urkalan, Kaveri Balan [1 ]
Sigman, Matthew S. [1 ]
机构：
[1] Univ Utah, Dept Chem, Salt Lake City, UT 84112 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2009年 / 48卷 / 17期
基金：
美国国家卫生研究院;
关键词：
cross-coupling; homogeneous catalysis; molecular oxygen; palladium; reaction mechanisms; AEROBIC ALCOHOL OXIDATION; CYCLIZATION-ANION CAPTURE; N-HETEROCYCLIC CARBENES; ARYLBORONIC ACIDS; PD(II) CATALYSIS; HECK REACTIONS; BOND FORMATION; BASE-FREE; OLEFINS; COMPLEXES;
D O I：
10.1002/anie.200900218
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A cationic palladium complex catalyzes the title transformations, which are thought to proceed via a π-allyl or π-benzyl intermediate. The regioselectivity of the reaction (1,2- or 1,1-difunctionalization) depends on the type of terminal double bond (conjugated or nonconjugated) in the substrate (see scheme) and appears to be controlled by the relative rates of β-hydride elimination and transmetalation. DMA=dimethylacetamide, Tf=triflyl. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码：3146 / 3149
页数：4
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