合成了具有潜在生物活性的二氟亚甲基取代的Goniodiol类似物.该合成路线的关键步骤为:铟粉引发对醛的二氟炔丙基化反应引入二氟亚甲基;在2,2,6,6-四甲基-1-氧基哌啶(TEMPO)催化下,三氯异氰尿酸(TCCA)氧化1,5-二醇高效率地关环生成a,β-不饱和-δ-内脂环.
An efficient and general route to gem-difluoromethylenated goniodiol has been developed. The introduction of a gem-difluoromethylene group was achieved by indium-mediated difluoropropargylation of aldehyde. The a,β-unsaturated-δ-lactone was successfully formed by the oxidation of 1,5-diols in the pres- ence of catalytic 2,2,6,6-tetramethyl-l-piperidinyloxy (TEMPO) and excess trichloroisocyanuric acid (TCCA).