Efficient regioselective aldol condensation of methyl ketones promoted by organoaluminium compounds, and its application to muscone synthesis

J Tsuji, T Yamada, M Kaito, T Mandai

Index: Tsuji, Jiro; Yamada, Toshiro; Kaito, Mitsumasa; Mandai, Tadakatsu Bulletin of the Chemical Society of Japan, 1980 , vol. 53, # 5 p. 1417 - 1420

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Citation Number: 25

Abstract

Dialkylaluminium aryloxide in combination with a tertiary amine was found to be a good reagent for regioselective aldol condensation of methyl ketones at the methyl side. Regioselective aldol condensation of 2-octanone was carried out using diisobutylaluminium phenoxide–pyridine. The intramolecular aldol condensation of 2, 15-hexadecanedione promoted by the same reagent gave a mixture of dehydromuscones in 65% yield. Its ...