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Recent Advances in Enantioselective Pd-Catalyzed Allylic Substitution: From Design to Applications.
Pàmies, Oscar; Margalef, Jèssica; Cañellas, Santiago; James, Jinju; Judge, Eric; Guiry, Patrick J; Moberg, Christina; Bäckvall, Jan-E; Pfaltz, Andreas; Pericàs, Miquel A; Diéguez, Montserrat.
Afiliação
  • Pàmies O; Universitat Rovira i Virgili, Departament de Química Física i Inorgànica, C/Marcel·lí Domingo, 1, 43007 Tarragona, Spain.
  • Margalef J; Universitat Rovira i Virgili, Departament de Química Física i Inorgànica, C/Marcel·lí Domingo, 1, 43007 Tarragona, Spain.
  • Cañellas S; Discovery Sciences, Janssen Research and Development, Janssen-Cilag, S.A. Jarama 75A, 45007, Toledo, Spain.
  • James J; Centre for Synthesis and Chemical Biology, School of Chemistry, University College Dublin, Belfield, Dublin 4, Ireland.
  • Judge E; Centre for Synthesis and Chemical Biology, School of Chemistry, University College Dublin, Belfield, Dublin 4, Ireland.
  • Guiry PJ; Centre for Synthesis and Chemical Biology, School of Chemistry, University College Dublin, Belfield, Dublin 4, Ireland.
  • Moberg C; KTH Royal Institute of Technology, Department of Chemistry, Organic Chemistry, SE 100 44 Stockholm, Sweden.
  • Bäckvall JE; Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, SE 106 91 Stockholm, Sweden.
  • Pfaltz A; Department of Chemistry, University of Basel. St. Johanns-Ring 19, 4056 Basel, Switzerland.
  • Pericàs MA; Institute of Chemical Research of Catalonia (ICIQ), The Barcelona Institute of Science and Technology, Av. Països Catalans 16, 43007 Tarragona, Spain.
  • Diéguez M; Departament de Química Inorgànica i Orgànica, Universitat de Barcelona. 08028 Barcelona, Spain.
Chem Rev ; 121(8): 4373-4505, 2021 04 28.
Article em En | MEDLINE | ID: mdl-33739109
This Review compiles the evolution, mechanistic understanding, and more recent advances in enantioselective Pd-catalyzed allylic substitution and decarboxylative and oxidative allylic substitutions. For each reaction, the catalytic data, as well as examples of their application to the synthesis of more complex molecules, are collected. Sections in which we discuss key mechanistic aspects for high selectivity and a comparison with other metals (with advantages and disadvantages) are also included. For Pd-catalyzed asymmetric allylic substitution, the catalytic data are grouped according to the type of nucleophile employed. Because of the prominent position of the use of stabilized carbon nucleophiles and heteronucleophiles, many chiral ligands have been developed. To better compare the results, they are presented grouped by ligand types. Pd-catalyzed asymmetric decarboxylative reactions are mainly promoted by PHOX or Trost ligands, which justifies organizing this section in chronological order. For asymmetric oxidative allylic substitution the results are grouped according to the type of nucleophile used.

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2021 Tipo de documento: Article

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2021 Tipo de documento: Article