Use of 13C NMR to establish configuration of oximes and

hydrazones of a and b -ionone

M. El Idrissi*, S. Faraj

Département de Chimie, UFR Chimie Organique,

Faculté des Sciences, B.P. 4010, Bni M’hammed, Meknès, Maroc

* Corresponding author. E-mail: mostafa.idrissi@caramail.com

Received :08 November 2002; revised version accepted : 19 May 2003

 

Abstract

The use of 13C NMR spectra for the determination of the syn and anti configuration of a , b -unsaturated oximes and hydrazones is discribed. Condensation of hydroxylamine to b -ionone results in the formation of two diastereoisomers, syn and anti, However, addition of hydrazines to b -ionone is totally stereoselective, only one diasteroisomer is obtained. The same result is observed with hydrazones of a -ionone.

Keywords : a -ionone and b -ionone; Oximes; Hydrazones.

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