Total synthesis of (±)-platencin

Org Lett. 2011 Jul 15;13(14):3698-701. doi: 10.1021/ol2013439. Epub 2011 Jun 20.

Abstract

A novel route to (±)-platencin is reported, in which the highly stereoselective alkylative quaternization of a cyclohexenone scaffold via 1,4-diastereoinduction and two radical carbon-carbon bond-forming reactions that involve titanium(III)-mediated cyclization and stannyl-radical-mediated skeletal rearrangement are utilized.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aminophenols / chemical synthesis*
  • Aminophenols / chemistry
  • Anti-Bacterial Agents / chemical synthesis*
  • Anti-Bacterial Agents / chemistry
  • Cyclization
  • Molecular Structure
  • Polycyclic Compounds / chemical synthesis*
  • Polycyclic Compounds / chemistry
  • Stereoisomerism

Substances

  • Aminophenols
  • Anti-Bacterial Agents
  • Polycyclic Compounds
  • platencin