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Catalytic Enantioselective Conjugate Addition and Allylic Alkylation Reactions Using Grignard Reagents

Organomagnesium Compounds (2008)

  1. Fernando López1,
  2. Adriaan J. Minnaard2,
  3. Ben L. Feringa2

Published Online: 15 DEC 2009

DOI: 10.1002/9780470682531.pat0416

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

López, F., Minnaard, A. J. and Feringa, B. L. 2009. Catalytic Enantioselective Conjugate Addition and Allylic Alkylation Reactions Using Grignard Reagents. Patai's Chemistry of Functional Groups. .

Author Information

  1. 1

    Universidad de Santiago de Compostela, Departamento de Química Orgánica, Facultad de Química, Santiago de Compostela, Spain

  2. 2

    University of Groningen, Stratingh Institute for Chemistry, Groningen, AG, The Netherlands

Publication History

  1. Published Online: 15 DEC 2009

Chemistry Terms

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Abstract

  • 1
    Introduction
  • 2
    Enantioselective Conjugate Addition to Cyclic Enones
  • 3
    Enantioselective Conjugate Addition to Acyclic Enones
  • 4
    Enantioselective Conjugate Addition to α,β-Unsaturated Esters and Thioesters
  • 5
    Application of the Conjugate Addition of Grignard Reagents to α,β-Unsaturated Thioesters in the Synthesis of Natural Products
  • 6
    Mechanistic Studies
  • 7
    Enantioselective Allylic Alkylation with Grignard Reagents
  • 8
    Conclusions

Keywords:

  • cyclic enone enantioselective conjugate addition ;
  • organometallic reagent conjugate addition and β-unsaturated compounds;
  • enantioselective conjugate addition to cyclic enones;
  • conjugate addition of Grignard reagents using Cu complexes;
  • phthioceranic acid - catalytic asymmetric synthesis;
  • catalytic enantioselective conjugate addition;
  • enantioselective allylic alkylation with Grignard reagents;
  • metal-catalyzed allylic substitution using oxygen nucleophiles

Featured Compounds

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  1. 1 - 13
Compound 1
Molecular Weight:242.3129
Molecular Formula:C16H18O2
InChIKey:AWRUKIQHUKYALU-HZPDHXFCSA-N
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Compound 2
Molecular Weight:234.3803
Molecular Formula:C15H26N2
InChIKey:SLRCCWJSBJZJBV-ZQDZILKHSA-N
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Compound 3
Molecular Weight:390.988
Molecular Formula:C23H23CuN2
InChIKey:HUKOOSAUJXSRCL-STYNFMPRSA-N
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Compound 4
Molecular Weight:338.887
Molecular Formula:C12H19CuO5S
InChIKey:VUIOHCRYRFJFJM-BMKJPEAHSA-M
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Compound 5
Molecular Weight:297.883
Molecular Formula:C13H16CuNOS
InChIKey:XSGZAFHVOQIDPF-PPHPATTJSA-M
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Compound 6
Molecular Weight:243.836
Molecular Formula:C10H14CuNS
InChIKey:ZHOUMFYVBMMVMO-DDWIOCJRSA-M
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Compound 7
Molecular Weight:572.24
Molecular Formula:C33H34CuNO2S
InChIKey:VXYDMJXLGTXHQX-GNSKLVJZSA-M
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Compound 8
Molecular Weight:515.363
Molecular Formula:C31H26FeNOP
InChIKey:UCOUHHKEUSYPLR-ASMAMLKCSA-N
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Compound 9
Molecular Weight:562.407
Molecular Formula:C35H27BF4N2
InChIKey:RGVXGDDIIWWBQJ-SWIBWIMJSA-N
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Compound 10
Molecular Weight:434.3998
Molecular Formula:C18H29F6N2OP
InChIKey:KNMPTWPDGXUMMI-PKLMIRHRSA-N
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Compound 11
Molecular Weight:594.527
Molecular Formula:C36H44FeP2
InChIKey:ABDQIEHFQHRVIN-KHZPMNTOSA-N
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Compound 12
Molecular Weight:1475.954
Molecular Formula:C72H88Br2Cu2Fe2P4
InChIKey:VNKOWVZHDJBDHQ-PXEGRAKRSA-L
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Compound 13
Molecular Weight:1475.954
Molecular Formula:C72H88Br2Cu2Fe2P4
InChIKey:WQDMQCUZYSJFOO-PXEGRAKRSA-L
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  1. 1 - 13