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- W2149665627 abstract "Epoxidierung von rac-β-Curcumen (1) ergibt ein Gemisch, das neben anderen Produkten die Monoepoxide 2 – 4 und 6 im Verhältnis 4:1:5:1 enthält. – Die nichtkatalysierte Diels-Alder-Reaktion von Isopren (10) mit 3-Butin-2-on (11) führt zu einem Gemisch der Ketone 12 – 15 mit einem hohen Anteil des 1,5-Isomeren 13 sowie der Acetophenone 14 und 15. Durch TiCl4-Katalyse kann die Regioselektivität 12/13 auf 94:6 verbessert werden. Terpenes and Terpene Derivatives, XIX. – On the Selective Epoxidation of rac-β-Curcumene. Synthesis of 1-(4-Methyl-1,4-cyclohexadien-1-yl)ethanone Expoxidation of rac-β-curcumene (1) yields a mixture containing the monoepoxides 2 – 4, and 6 in a ratio of 4:1:5:1 besides some other products. – Birch reduction of 17 gives only the hydrocarbon 18, even via the alkoxide. – The uncatalyzed Diels-Alder reaction of isoprene (10) with 3-butyn-2-one (11) leads to a mixture of the ketones 12 – 15 with a large amount of the 1,5-isomer 13 and the acetophenones 14 and 15. By TiCl4 catalysis the regioselectivity 12/13 can be enhanced to 94:6." @default.
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- W2149665627 date "1986-07-14" @default.
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- W2149665627 title "Terpene und Terpen-Derivate, XIX. Zur selektiven Epoxidierung vonrac-β-Curcumen Darstellung von 1-(4-Methyl-1,4-cyclohexadien-1-yl)ethanon" @default.
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- W2149665627 doi "https://doi.org/10.1002/jlac.198619860710" @default.
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