Biomimetic total syntheses of spirobacillenes A and B

Chem Commun (Camb). 2013 Jul 21;49(57):6442-4. doi: 10.1039/c3cc42686f.

Abstract

The first total syntheses of spirobacillenes A and B were achieved concisely. The key transformation leading to spirobacillene A features a biomimetic intramolecular phenol-enol oxidative coupling reaction, and that leading to spirobacillene B highlights a bio-inspired intramolecular indole-ketone enolate oxidative coupling reaction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biomimetics
  • Cyclopentanes / chemical synthesis*
  • Indoles / chemistry
  • Iodides / chemistry
  • Ketones / chemistry
  • Oxides / chemistry
  • Phenols / chemistry
  • Silver Compounds / chemistry
  • Spiro Compounds / chemical synthesis*

Substances

  • Cyclopentanes
  • Indoles
  • Iodides
  • Ketones
  • Oxides
  • Phenols
  • Silver Compounds
  • Spiro Compounds
  • spirobacillene A
  • spirobacillene B
  • disilver oxide