AN EFFICIENT ROUTE FOR THE STEREOSELECTIVE CONVERSION OF KETONES INTO THREE-CARBONS HOMOLOGATED PRIMARY E-ALLYLAMINES: THE PALLADIUM-CATALYSED REACTION OF VINYL TRIFLATES WITH N,N-DI-TERT-BUTOXYCARBONYL-N-ALLYAMINE.

Article abstract of DOI:10.1016/S0040-4039(00)97390-8

E-Allylamines N-protected with the easily removable tert-butoxycarbonyl group are stereoselectively prepared in good to high yield through the palladium-catalysed reaction of vinyl triflates with N,N-di-tert-butoxycarbonyl-N-allylamine in the presence of AcOK and n-Bu4NCl.The reaction is very sensitive to the nature of the base.The use of bases other than AcOK has been examined and proved to be unsuccessful.