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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.

Original publication

DOI

10.1039/a905981d

Type

Journal article

Journal

Chemical Communications

Publication Date

21/10/1999

Pages

2079 - 2080