100938-99-6Relevant articles and documents
Terpenes and Terpene Derivatives, XIX. - On the Selective Epoxidation of rac-β-Curcumene. Synthesis of 1-(4-Methyl-1,4-cyclopentadien-1-yl)ethanone
Weyerstahl, Peter,Marschall-Weyerstahl, Helga,Scholz, Stefan
, p. 1248 - 1254 (2007/10/02)
Epoxidation 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.