Enantiospecific strategy towards oxygen-bridged terpenoids: Tandem transannular-cyclization and ring-contraction processes

Abstract:

From conformational flexibility to rigidity: The straightforward synthesis of rigid molecules with a transannular oxygen bridge starting from flexible germacrolides, which are easily obtained from renewable sources, is described (see scheme). Transannular cyclization of medium-sized rings enhances molecular rigidity and structural complexity, two properties often associated with biological activity in small molecules.

Año de publicación:

2005

Keywords:

• Carbocycles
• synthetic methods
• Ring contraction
• Cyclization
• Epoxidation

Fuente:

scopus