Total synthesis of coronafacic acid through 6-endo-trig mode intramolecular cyclization of an enone-aldehyde to a hydrindanone using samarium(II) iodide
作者:Masakazu Sono、Atsuko Hashimoto、Katsuyuki Nakashima、Motoo Tori
DOI:10.1016/s0040-4039(00)00786-3
日期:2000.6
Coronafacic acid has been synthesized from a hydrindanone prepared by a 6-endo-trig mode cyclization reaction of the enone-aldehyde with samarium(II) iodide. The stereochemistry of the hydrindanone was controlled by the coordinated samarium species resulting in cis in respect of the hydroxyl group at C-4 and the juncture proton at C-3a.
晕斑酸已经从通过6-制备的hydrindanone合成内切- trig的模式环烯酮醛与二碘化钐反应。in丹酮的立体化学由配位的species物种控制,从而导致C-4处的羟基和C-3a处的连接质子为顺式。