THERMAL REARRANGEMENT OF α-HYDROXY IMINES WITH AN α-ALLYL OR AN α-PROPARGYL SUBSTITUENT
In refluxing diglyme, the title α-hydroxy imines 7 and 8 rearrange cleanly to amino ketones 9 and 10 substituted on the carbon α to nitrogen by an allyl or a propargyl group.In the case of α-hydroxy imine 9, the migration of the allyl group occurs with an allylic transposition.