（±）-perophoramidine的全合成
Total synthesis of (+/-)-perophoramidine.
作者信息
Fuchs James R, Funk Raymond L
机构信息
Department of Chemistry, Pennsylvania State University, 16802 USA.
出版信息
J Am Chem Soc. 2004 Apr 28;126(16):5068-9. doi: 10.1021/ja049569g.
PMID:15099080
Abstract
The first total synthesis of racemic perophoramidine is described. The key step features the highly stereoselective introduction of the vicinial quaternary centers via base-promoted carbon-carbon bond formation between a 3-alkylindole and a 3-bromo-3-alkylindolin-2-one. This transformation presumably proceeds through a conjugate addition or Diels-Alder cycloaddition of the 3-alkylindole with a 3-alkylindol-2-one intermediate.
摘要
报道了外消旋过氧弗拉米定的首次全合成。关键步骤的特点是通过碱促进的3-烷基吲哚与3-溴-3-烷基吲哚啉-2-酮之间的碳-碳键形成，高度立体选择性地引入邻位季碳中心。这种转化可能是通过3-烷基吲哚与3-烷基吲哚-2-酮中间体的共轭加成或狄尔斯-阿尔德环加成反应进行的。
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