Abstract
Detailed in this communication is an efficient synthetic approach towards the guttiferone family of natural products. Oxidatively unraveling a para-quinone monoketal followed by consecutive 5-exo radical cyclizations provides the bicyclic core. An additional strength of this approach is a late stage asymmetric desymmetrization of an advanced symmetric intermediate.
Publication types
-
Research Support, N.I.H., Extramural
MeSH terms
-
Biological Products / chemical synthesis*
-
Biological Products / chemistry
-
Bridged Bicyclo Compounds / chemical synthesis*
-
Bridged Bicyclo Compounds / chemistry
-
Computer Simulation
-
Cyclization
-
Free Radicals / chemistry
-
Molecular Structure
-
Oxidation-Reduction
-
Phloroglucinol / analogs & derivatives*
-
Phloroglucinol / chemical synthesis
-
Phloroglucinol / chemistry
-
Stereoisomerism
-
Terpenes / chemical synthesis*
-
Terpenes / chemistry
Substances
-
Biological Products
-
Bridged Bicyclo Compounds
-
Free Radicals
-
Terpenes
-
guttiferone G
-
Phloroglucinol