Issue 19, 1999

The first [2,3]-sigmatropic rearrangement of allylic nitro compounds

Abstract

Allylic nitro compounds 1a–d undergo [2,3]-sigmatropic rearrangement in refluxing 1,2,4-trichlorobenzene, to afford rearranged alcohols 3a–d and carbonyl compounds 4a–d; the heating, under the same conditions, of a mixture of nitroalkenes 7a–c, propargyl alcohols or amine 8 and ButOK promotes a one-pot formation of allylic alcohols 3a–c.

Article information

Article type
Paper

Chem. Commun., 1999, 2009-2010

The first [2,3]-sigmatropic rearrangement of allylic nitro compounds

E. Dumez, J. Rodriguez and J. Dulcère, Chem. Commun., 1999, 2009 DOI: 10.1039/A905828A

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