An approach to the total synthesis of welwistatin
An approach to the total synthesis of welwistatin
复制标题
DOI：
10.1021/ol0608799
复制
发表时间：
2006-06-08
期刊：
影响因子：
5.2
通讯作者：
Funk, Raymond L.
中科院分区：
文献类型：
--
作者：
Greshock, Thomas J.;Funk, Raymond L.
本文报道了抗微管药物韦维他汀的全合成方法。关键的转化包括（1）烯酮6的7-内分子内共轭加成反应，得到应变双环[4.3.1]癸酮5;（2）三烯氨基甲酸酯16的6 π电环闭环，然后氧化，得到受保护的苯胺17;和（3）乙酸衍生物18的分子内环化，得到吲哚19。
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 6 pi 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.