A highly diastereoselective [2,3]-sigmatropic N,O rearrangement
Abstract
Lithium (E)-N-benzyl-O-(4-methoxy-4-phenylbut-2-enyl)- hydroxylamide undergoes a highly diastereoselective rearrangement via a chelated transition state, to afford after reduction, syn-3-benzylamino-4-methoxy-4-phenylbut-1-ene as a single diastereoisomer.