The ammonia-free partial reduction of substituted pyridinium salts

…, JS Rodrigues, RG Compton, CE Banks…

Index: Donohoe, Timothy J.; Johnson, Dale J.; MacE, Laura H.; Thomas, Rhian E.; Chiu, Jessica Y. K.; Rodrigues, Jason S.; Compton, Richard G.; Banks, Craig E.; Tomcik, Peter; Bamford, Mark J.; Ichihara, Osamu Organic and Biomolecular Chemistry, 2006 , vol. 4, # 6 p. 1071 - 1084

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Citation Number: 20

Abstract

This paper reports a study into the partial reduction of N-alkylpyridinium salts together with subsequent elaboration of the intermediates thus produced. Activation of a pyridinium salt by placing an ester group at C-2, allows the addition of two electrons to give a synthetically versatile enolate intermediate which can be trapped with a variety of electrophiles. Furthermore, the presence of a 4-methoxy substituent on the pyridine nucleus enhances ...