Issue 20, 1999

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.

Supplementary files

Article information

Article type
Paper

Chem. Commun., 1999, 2079-2080

A highly diastereoselective [2,3]-sigmatropic N,O rearrangement

S. D. Bull, S. G. Davies, S. Jones, J. V. A. Ouzman, A. J. Price and D. J. Watkin, Chem. Commun., 1999, 2079 DOI: 10.1039/A905981D

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