254756-01-9Relevant academic research and scientific papers
A highly diastereoselective [2,3]-sigmatropic N,O rearrangement
Bull, Steven D.,Davies, Stephen G.,Jones, Simon,Ouzman, Jacqueline V. A.,Price, Anne J.,Watkin, David J.
, p. 2079 - 2080 (1999)
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.
Diastereoselective [2,3]-sigmatropic rearrangements of lithium N-benzyl-O-allylhydroxylamides bearing a stereogenic centre adjacent to the migration terminus
Bull, Steven D.,Davies, Stephen G.,Domingez, Sara Hernandez,Jones, Simon,Price, Anne J.,Sellers, Thomas G.R.,Smith, Andrew D.
, p. 2141 - 2150 (2007/10/03)
The diastereoselective [2,3]-sigmatropic rearrangements of lithium N-benzyl-O-allylhydroxylamides bearing a stereogenic centre adjacent to the migration terminus are examined. (E)-N-Benzyl-O(4-phenylpent-2-enyl)hydroxylamine rearranges in 30% de to afford
