T. Fujita, S. Watanabe, K. Suga
May 29, 2007
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Journal
Journal of Chemical Technology and Biotechnology. Chemical Technology
Abstract
Several, 2,4-dialkyl-2-cycloalkenyl-γ-butyrolactones were synthesised from 2-(cycloalken-1′-yl) carboxylic acids and epoxides using lithium naphthalenide in the presence of diethylamine. From 2-(cyclohexen-1′-yl)propanoic acid and propylene oxide, 4-hydroxy-2-(cyclohexen-1′-yl)-2-methylpentanoic acid was obtained. The latter easily cyclised to give 2-(cyclohexen-1′-yl)-2,4-dimethyl-γ-butyrolactone. Similarly, 2,4-dialkyl-2-(cycloalken-1′-yl)-μ-butyrolactones were prepared from other 3,4-unsaturated carboxylic acids and epoxides. These lactones may be used as perfumery materials.