1,3-Diphenylpropan-1,3-diamines IX. reaction of ?-chlorooxime ethers with ?-lithiobenzylamines
摘要:
The carbanions of the benzylamine derivatives 1-4 have been reacted with alpha-chlorooxime ether 5 in order to gel precursors of 1,3-diphenylpropane-1,3-diamines. Isonitrile 1 afforded the expected result, whereas lithiated benzamide 2 underwent oxidative dimerization and transmetallated chlorooxime derivative 5. Isoxazolidine 3 gave the condensation product 21 as a mixture of diastereomers; treatment of imine 4 led to the desired amine-oxime 15 in low yield.
1,3-Diphenylpropan-1,3-diamines IX. reaction of ?-chlorooxime ethers with ?-lithiobenzylamines
摘要:
The carbanions of the benzylamine derivatives 1-4 have been reacted with alpha-chlorooxime ether 5 in order to gel precursors of 1,3-diphenylpropane-1,3-diamines. Isonitrile 1 afforded the expected result, whereas lithiated benzamide 2 underwent oxidative dimerization and transmetallated chlorooxime derivative 5. Isoxazolidine 3 gave the condensation product 21 as a mixture of diastereomers; treatment of imine 4 led to the desired amine-oxime 15 in low yield.