WITTIG OLEFINATION IN THE ABSENCE OF AN EXOGENOUS BASE: A NEW SYNTHESIS OF α-SUBSTITUTED PRIMARY ALLYLIC AMINES

Article abstract of DOI:10.1016/S0040-4039(00)94666-5

A new synthesis of α-substituted primary allylic amines through the in situ generation and trapping of an ylide from the reaction of an N-acyl aziridine, triphenylphosphine, and an aldehyde in refluxing isopropanol is reported.These compounds can be prepared enantioselectively (> 94.6percent ee) by employing a chiral nonracemic N-acyl aziridine.