Tetrahedron

Nitroaldol-reaction of aldehydes in the presence of non-activated Mg: Al 2: 1 hydrotalcite; a possible new mechanism for the formation of 2-aryl-1, 3-dinitropropanes

A Cwik, A Fuchs, Z Hell, JM Clacens

Index: Cwik, Agnieszka; Fuchs, Aliz; Hell, Zoltan; Clacens, Jean-Marc Tetrahedron, 2005 , vol. 61, # 16 p. 4015 - 4021

Full Text: HTML

Citation Number: 49

Abstract

Commercially available, non-activated 2: 1 Mg: Al hydrotalcite catalyzes the nitroaldol reaction between a variety of aromatic and aliphatic aldehydes and simple nitroalkanes such as nitromethane and nitroethane. A new mechanism is proposed for the formation of the 1, 3-dinitropropanes. The threo/erythro diastereoselectivity of the nitroethane-adducts was determined by 1H NMR spectroscopy and was found to range from 50: 50 to 70: 30. ...