Enantiomeric O,O-dimenthyl α-iminotrifluoroethylphosphonates: Novel chiral building blocks in asymmetric synthesis of α-trifluoromethylated α-aminophosphonic acid derivatives

Journal of Fluorine Chemistry(2019)

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摘要
•Synthesis of novel chiral synthons, O,O-dimenthyl α-iminotrifluoroethylphosphonates, was developed.•Double asymmetric induction on OAB-catalyzed reduction of scalemic iminophosphonates.•Diastereoselective proline-catalyzed Mannich reaction of α-iminophosphonates with acetone.•Diastereoselective introduction of α-CF3-α-aminophosphonic fragment into pyrroles and indole.•Diastereoselective aza-Henry reaction of scalemic α-iminotrifluoroethylphosphonates.
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关键词
Trifluoromethylated-iminophosphonates,Non-racemic polyfluoroalkylated aminophosphonic acids,Trifluoromethyl,Dimenthyl phosphonates,Diastereoselective synthesis
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