107487-48-9Relevant academic research and scientific papers
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
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 (2007/10/03)
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.
Nucleophilic Attack on a Carbonyl Group Conjugated to a Chiral Centre: A Search For a Vinylogous Cram's Rule
Fleming, Ian,Kuehne, Hardy,Takai, Ken
, p. 725 - 728 (2007/10/02)
In a search for a vinylogous version of Cram's rule, 1,4-diphenylbut-2-ene-1,4-dione (5), 4-methoxy-1,4-diphenylbut-2-en-1-one (9), and hex-3-ene-2,5-dione (13) are found to be reduced with low or negligible diastereoselectivity.Similarly, the phenyl Grignard reagent showed no diastereoselectivity in its reaction with 4-methoxy-4-phenylbut-2-enal (12)
