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Versatile Cu-I/Pd-0 dual catalysis for the synthesis of quaternary α-allylated carbonyl compounds : development, mechanistic investigations and scope

(2014) CHEMISTRY-A EUROPEAN JOURNAL. 20(35). p.10970-10981
Author
Organization
Abstract
We report herein a versatile cooperative dual catalysis reaction based on a Cu-I/Pd-0 system. Mechanistic investigation shows that every component plays a crucial role in determining the reaction outcome. The reaction is successfully extended to various substrates; such as alpha,beta-unsaturated ketones, malonates and coumarins. The strategy tolerates different substitution patterns and affords good yields for each family of substrates.
Keywords
SILYL ENOL ETHERS, ASYMMETRIC ALLYLIC ALKYLATION, COOPERATIVE CATALYSIS, PROPARGYLIC ALCOHOLS, BIMETALLIC CATALYSIS, BOND ACTIVATION, C-H, LIGANDS, KETONES, ALKENES, allylation, asymmetric, copper, dual catalysis, palladium

Citation

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MLA
Nahra, Fady, et al. “Versatile Cu-I/Pd-0 Dual Catalysis for the Synthesis of Quaternary α-Allylated Carbonyl Compounds : Development, Mechanistic Investigations and Scope.” CHEMISTRY-A EUROPEAN JOURNAL, vol. 20, no. 35, 2014, pp. 10970–81.
APA
Nahra, F., Mace, Y., Boreux, A., Billard, F., & Riant, O. (2014). Versatile Cu-I/Pd-0 dual catalysis for the synthesis of quaternary α-allylated carbonyl compounds : development, mechanistic investigations and scope. CHEMISTRY-A EUROPEAN JOURNAL, 20(35), 10970–10981.
Chicago author-date
Nahra, Fady, Yohan Mace, Arnaud Boreux, Francois Billard, and Olivier Riant. 2014. “Versatile Cu-I/Pd-0 Dual Catalysis for the Synthesis of Quaternary α-Allylated Carbonyl Compounds : Development, Mechanistic Investigations and Scope.” CHEMISTRY-A EUROPEAN JOURNAL 20 (35): 10970–81.
Chicago author-date (all authors)
Nahra, Fady, Yohan Mace, Arnaud Boreux, Francois Billard, and Olivier Riant. 2014. “Versatile Cu-I/Pd-0 Dual Catalysis for the Synthesis of Quaternary α-Allylated Carbonyl Compounds : Development, Mechanistic Investigations and Scope.” CHEMISTRY-A EUROPEAN JOURNAL 20 (35): 10970–10981.
Vancouver
1.
Nahra F, Mace Y, Boreux A, Billard F, Riant O. Versatile Cu-I/Pd-0 dual catalysis for the synthesis of quaternary α-allylated carbonyl compounds : development, mechanistic investigations and scope. CHEMISTRY-A EUROPEAN JOURNAL. 2014;20(35):10970–81.
IEEE
[1]
F. Nahra, Y. Mace, A. Boreux, F. Billard, and O. Riant, “Versatile Cu-I/Pd-0 dual catalysis for the synthesis of quaternary α-allylated carbonyl compounds : development, mechanistic investigations and scope,” CHEMISTRY-A EUROPEAN JOURNAL, vol. 20, no. 35, pp. 10970–10981, 2014.
@article{8546331,
  abstract     = {We report herein a versatile cooperative dual catalysis reaction based on a Cu-I/Pd-0 system. Mechanistic investigation shows that every component plays a crucial role in determining the reaction outcome. The reaction is successfully extended to various substrates; such as alpha,beta-unsaturated ketones, malonates and coumarins. The strategy tolerates different substitution patterns and affords good yields for each family of substrates.},
  author       = {Nahra, Fady and Mace, Yohan and Boreux, Arnaud and Billard, Francois and Riant, Olivier},
  issn         = {0947-6539},
  journal      = {CHEMISTRY-A EUROPEAN JOURNAL},
  keywords     = {SILYL ENOL ETHERS,ASYMMETRIC ALLYLIC ALKYLATION,COOPERATIVE CATALYSIS,PROPARGYLIC ALCOHOLS,BIMETALLIC CATALYSIS,BOND ACTIVATION,C-H,LIGANDS,KETONES,ALKENES,allylation,asymmetric,copper,dual catalysis,palladium},
  language     = {eng},
  number       = {35},
  pages        = {10970--10981},
  title        = {Versatile Cu-I/Pd-0 dual catalysis for the synthesis of quaternary α-allylated carbonyl compounds : development, mechanistic investigations and scope},
  url          = {http://dx.doi.org/10.1002/chem.201404015},
  volume       = {20},
  year         = {2014},
}

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