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Asymmetric Transfer Hydrogenation of Arylidene-Substituted Chromanones and Tetralones Catalyzed by Noyori-Ikariya Ru(II) Complexes: One-Pot Reduction of C═C and C═O bonds.
Caleffi, Guilherme S; Brum, Juliana de O C; Costa, Angela T; Domingos, Jorge L O; Costa, Paulo R R.
Affiliation
  • Caleffi GS; Laboratório de Química Bioorgânica, Instituto de Pesquisas de Produtos Naturais, Universidade Federal do Rio de Janeiro, 21941-902 Rio de Janeiro, Brazil.
  • Brum JOC; Laboratório de Química Bioorgânica, Instituto de Pesquisas de Produtos Naturais, Universidade Federal do Rio de Janeiro, 21941-902 Rio de Janeiro, Brazil.
  • Costa AT; Instituto Militar de Engenharia, 22290-270 Rio de Janeiro, Brazil.
  • Domingos JLO; Laboratório de Química Bioorgânica, Instituto de Pesquisas de Produtos Naturais, Universidade Federal do Rio de Janeiro, 21941-902 Rio de Janeiro, Brazil.
  • Costa PRR; Departamento de Química Orgânica, Instituto de Química, Universidade do Estado do Rio de Janeiro, 20550-900 Rio de Janeiro, Brazil.
J Org Chem ; 86(6): 4849-4858, 2021 03 19.
Article in En | MEDLINE | ID: mdl-33683900
3-Arylidenechroman-4-ones and 2-arylidene-1-tetralones are hydrogenated to cis-benzylic alcohols in dr's and er's up to 99:1 via a C═C and C═O one-pot reduction in the presence of 2-5 mol % Noyori-Ikariya-type RuII chiral complexes and HCO2Na as a hydrogen source under asymmetric transfer hydrogenation-dynamic kinetic resolution (ATH-DKR) conditions. The oxidation of theses substrates resulted in the enantioselective synthesis of the natural homoisoflavanone dihydrobonducellin and its carba-analogues.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Tetralones Language: En Journal: J Org Chem Year: 2021 Document type: Article Affiliation country: Brazil Country of publication: United States
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Tetralones Language: En Journal: J Org Chem Year: 2021 Document type: Article Affiliation country: Brazil Country of publication: United States