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Asymmetric Double Hydroxycarbonylation of Alkynes to Chiral Succinic Acids Enabled by Palladium Relay Catalysis.
Ji, Xiaolei; Shen, Chaoren; Tian, Xinxin; Zhang, Hongru; Ren, Xinyi; Dong, Kaiwu.
Affiliation
  • Ji X; Shanghai Frontiers Science Center of Molecule Intelligent Syntheses, Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, 200062, P. R. China.
  • Shen C; Shanghai Frontiers Science Center of Molecule Intelligent Syntheses, Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, 200062, P. R. China.
  • Tian X; Institute of Molecular Science, Key Laboratory of Materials for Energy Conversion and Storage of Shanxi Province, Shanxi University, Taiyuan, 030006, P. R. China.
  • Zhang H; Shanghai Frontiers Science Center of Molecule Intelligent Syntheses, Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, 200062, P. R. China.
  • Ren X; Shanghai Frontiers Science Center of Molecule Intelligent Syntheses, Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, 200062, P. R. China.
  • Dong K; Shanghai Frontiers Science Center of Molecule Intelligent Syntheses, Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai, 200062, P. R. China.
Angew Chem Int Ed Engl ; 61(29): e202204156, 2022 07 18.
Article in En | MEDLINE | ID: mdl-35524419
A Pd-catalyzed asymmetric double hydroxycarbonylation of terminal alkynes was developed by using relay catalysis, providing a highly efficient route to chiral succinic acids (41 examples, 76-94 %, 94-99 % ee). Key to success was the combinatorial use of a Pd precursor with two distinct phosphine ligands in one pot. The synthetic utilities of this protocol were showcased in the facile synthesis of key intermediates for chiral pharmaceuticals.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Palladium / Alkynes Language: En Journal: Angew Chem Int Ed Engl Year: 2022 Document type: Article Country of publication: Germany
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Palladium / Alkynes Language: En Journal: Angew Chem Int Ed Engl Year: 2022 Document type: Article Country of publication: Germany