Teaching Enantioselectivity to C-H Bond Functionalizations: Initial Steps of a Rather Long Shot

被引：16
作者：
Cramer, Nicolai [1 ]
机构：
[1] Ecole Polytech Fed Lausanne, EPFL SB ISIC LCSA, BCH 4305, CH-1015 Lausanne, Switzerland
来源：
CHIMIA | 2012年 / 66卷 / 11期
基金：
瑞士国家科学基金会;
关键词：
Asymmetric catalysis; C-H Activation; Ligands; Palladium; Rhodium; BIOLOGICAL-ACTIVITY; FUSED INDOLINES; ACTIVATION; ACCESS; FRAGMENTATIONS; CONSTRUCTION; ARYLATION; ENTRY;
D O I：
10.2533/chimia.2012.869
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The direct functionalization of non-activated C-H bonds, especially in an enantioselective manner, requires metal catalysts equipped with ligands with specifically designed properties. Examples for asymmetric C(sp(2))-H and C(sp(3))-H functionalizations using palladium- and rhodium catalysts are shown. This work was rewarded by the 2012 Werner Prize of the Swiss Chemical Society.
引用
收藏
页码：869 / 872
页数：4
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    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (48) : 9139 - 9142
  • [2] Transition metal-catalyzed arylation of unactivated C(sp3)-H bonds
    Baudoin, Olivier
    [J]. CHEMICAL SOCIETY REVIEWS, 2011, 40 (10) : 4902 - 4911
  • [3] β-Carbon Elimination from Cyclobutanols: A Clean Access to Alkylrhodium Intermediates Bearing a Quaternary Stereogenic Center
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    Seiser, Tobias
    [J]. SYNLETT, 2011, (04) : 449 - 460
  • [4] Asymmetric C(sp3)-H/C(Ar) coupling reactions. Highly enantio-enriched indolines via regiodivergent reaction of a racemic mixture
    Katayev, Dmitry
    Nakanishi, Masafumi
    Buergi, Thomas
    Kuendig, E. Peter
    [J]. CHEMICAL SCIENCE, 2012, 3 (05) : 1422 - 1425
  • [5] Overview of the Mechanistic Work on the Concerted Metallation-Deprotonation Pathway
    Lapointe, David
    Fagnou, Keith
    [J]. CHEMISTRY LETTERS, 2010, 39 (11) : 1119 - 1126
  • [6] Diastereo- and Enantioselective Intramolecular C(sp3)?H Arylation for the Synthesis of Fused Cyclopentanes
    Martin, Nicolas
    Pierre, Cathleen
    Davi, Michael
    Jazzar, Rodolphe
    Baudoin, Olivier
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (15) : 4480 - 4484
  • [7] Palladium-NHC Catalyzed Enantioselective Synthesis of Fused Indolines via Inert C(sp3)-H Activation
    Nakanishi, Masafumi
    Katayev, Dmitry
    Besnard, Celine
    Kuendig, E. Peter
    [J]. CHIMIA, 2012, 66 (04) : 241 - 243
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    Nakanishi, Masafumi
    Katayev, Dmitry
    Besnard, Celine
    Kuendig, E. Peter
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (32) : 7438 - 7441
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    Ngoc, Duc Tran
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    Cramer, Nicolai
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2010, 8 (08) : 1781 - 1784
  • [10] Heteroatom Nucleophile Induced C-C Fragmentations to Access Functionalized Allenes
    Saget, Tanguy
    Cramer, Nicolai
    [J]. CHIMIA, 2012, 66 (04) : 205 - 207
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