1,3-Diphenylpropan-1,3-diamines IX. Reaction of α-Chlorooxime Ethers with α-Lithiobenzylamines

Article abstract of DOI:10.1007/BF00817268

The carbanions of the benzylamine derivatives 1-4 have been reacted with α-chlorooxime ether 5 in order to get 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. - Keywords: 1,3-Diphenylpropane-1,3-diamines; Benzylamine carbanions; α-Chloroacetophenone-oxime O-methyl ether