Total Synthesis of (±)-Perophoramidine
Journal of the American Chemical Society2004Vol. 126(16), pp. 5068–5069
Citations Over TimeTop 10% of 2004 papers
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.
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