Synthesis of triprenylated toluquinone and toluhydroquinone metabolites from a marine-derived Penicillium fungus
作者:Brent A. Scheepers、Rosalyn Klein、Michael T. Davies-Coleman
DOI:10.1016/j.tetlet.2006.09.117
日期:2006.11
4-benzenediol, were synthesized in four and five steps, respectively, from 2-methyl-1,4-benzoquinone. The synthesis extends the applicability of the oxidative ether cleavage of hydroquinone dimethyl ethers with argentic oxide under acidic conditions to include the oxidative demethylation of polyprenylated-1,4-dimethoxy-toluhydroquinones with a quantitative survival of the oxidation- and acid-sensitive polyprenyl
两个triprenylated甲苯醌和甲基氢醌的海洋真菌代谢物,5-甲基-2 - [(2' ê,6' ë)-3',7',11'-三甲基-2',6',10'-dodecatrienyl] -2- ,5-环己二烯-1,4-二酮和5-甲基-2 - [(2' ê,6' ë)-3,7,11-三甲基-2',6',10'-dodecatrienyl] -1,1-从2-甲基-1,4-苯醌分四个步骤和五个步骤分别合成4-苯二醇。该合成扩展了酸性条件下对苯二酚二甲醚与氧化银的氧化醚裂解的适用性,包括聚戊二酰化的1,4-二甲氧基-甲苯对苯二酚的氧化脱甲基作用,对氧化和酸敏感的聚异戊二烯侧链具有一定的存活率。