Stereospecific Palladium-Catalyzed Decarboxylative C(sp3)-C(sp2) Coupling of 2,5-Cyclohexadiene-1-carboxylic Acid Derivatives with Aryl Iodides

被引:27
作者
Chou, Chih-Ming [1 ]
Chatterjee, Indranil [1 ]
Studer, Armido [1 ]
机构
[1] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany
关键词
asymmetric synthesis; Birch reduction; C-C bond formation; homogeneous catalysis; palladium; KOCH-HAAF CARBOXYLATIONS; METALATED CYCLOHEXADIENES; REDUCTION-ALKYLATION; ALLYLIC ALKYLATION; BIRCH REDUCTION; DESYMMETRIZATION; ALLYLATION; OLEFINATION; HALIDES;
D O I
10.1002/anie.201103450
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Walk on the same side! The title reaction occurs by means of highly stereospecific 1,3-metal migration. The starting carboxylic acids are readily prepared by Birch reduction, and the developed protocol provides an efficient route to enantiomerically pure 5-arylated-1,3-cyclohexadiene derivatives (see scheme). Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:8614 / 8617
页数:4
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