An efficient synthesis of oxetanones from α,β-epoxy diazomethyl ketones

Article abstract of DOI:10.1016/S0040-4020(01)92288-4

Treatment of α,β-epoxy diazomethyl ketones 1a-h with SnCl₄ in dichloromethane at -78°C leads to β-chloro-α-hydroxy diazoketones 3a-h in good yields. The opening of the epoxide ring takes place in a syn manner with retention of configuration at