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Methodologies for the synthesis of quaternary carbon centers via hydroalkylation of unactivated olefins: twenty years of advances.
Silva, Thiago S; Coelho, Fernando.
Afiliação
  • Silva TS; Laboratory of Synthesis of Natural Products and Drugs, Department of Organic Chemistry, Chemistry Institute, University of Campinas, PO Box 6154 - 13083-970, Campinas - SP, Brazil.
  • Coelho F; Laboratory of Synthesis of Natural Products and Drugs, Department of Organic Chemistry, Chemistry Institute, University of Campinas, PO Box 6154 - 13083-970, Campinas - SP, Brazil.
Beilstein J Org Chem ; 17: 1565-1590, 2021.
Article em En | MEDLINE | ID: mdl-34290837
Olefin double-bond functionalization has been established as an excellent strategy for the construction of elaborate molecules. In particular, the hydroalkylation of olefins represents a straightforward strategy for the synthesis of new C(sp3)-C(sp3) bonds, with concomitant formation of challenging quaternary carbon centers. In the last 20 years, numerous hydroalkylation methodologies have emerged that have explored the diverse reactivity patterns of the olefin double bond. This review presents examples of olefins acting as electrophilic partners when coordinated with electrophilic transition-metal complexes or, in more recent approaches, when used as precursors of nucleophilic radical species in metal hydride hydrogen atom transfer reactions. This unique reactivity, combined with the wide availability of olefins as starting materials and the success reported in the construction of all-carbon C(sp3) quaternary centers, makes hydroalkylation reactions an ideal platform for the synthesis of molecules with increased molecular complexity.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Beilstein J Org Chem Ano de publicação: 2021 Tipo de documento: Article País de afiliação: Brasil País de publicação: Alemanha

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Beilstein J Org Chem Ano de publicação: 2021 Tipo de documento: Article País de afiliação: Brasil País de publicação: Alemanha