A formylation-cyclization method of synthesis of cycloalkenones from unsaturated ketones

UR Ghatak, B Sanyal, S Ghosh, M Sarkar…

Index: Ghatak, Usha R.; Sanyal, Baijayanti; Ghosh, Subrata; Sarkar, Manish; Raju, Muppala S.; Wenkert, Ernest Journal of Organic Chemistry, 1980 , vol. 45, # 6 p. 1081 - 1085

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Citation Number: 11

Abstract

The acid-induced reaction of rigid p, r-or y-&unsaturated methyl ketones with methyl orthoformate is shown to yield alkenylcyclopentenones and-cyclohexenones, respectively. The use of ethyl orthoformate leads to more complex ring structures incorporating an ethoxy unit in both carbon-oxygen and carbon-carbon bonded form. The new structures are determined by 13C NMR spectroscopy and their formation is justified on the basis of ...