Greshock Thomas J, Funk Raymond L
Department of Chemistry, Pennsylvania State University, University Park, PA 16802, USA.
Org Lett. 2006 Jun 8;8(12):2643-5. doi: 10.1021/ol0608799.
An approach to the total synthesis of the antimicrotubule agent welwistatin is described. Key transformations include (1) a 7-endo intramolecular conjugate addition reaction of enone 6 to deliver the strained bicyclo[4.3.1]decanone 5; (2) a 6pi electrocyclic ring closure of trienecarbamate 16 followed by oxidation to afford protected aniline 17; and (3) an intramolecular cyclization of acetic acid derivative 18 to give rise to indole 19. [reaction: see text]
描述了一种抗微管蛋白药物维威斯他汀的全合成方法。关键转化包括：（1）烯酮6的7-内型分子内共轭加成反应，生成张力双环[4.3.1]癸烷酮5；（2）三烯氨基甲酸酯16的6π电环化闭环反应，随后氧化得到保护的苯胺17；以及（3）乙酸衍生物18的分子内环化反应，生成吲哚19。[反应：见正文]
