1.
Org Biomol Chem
; 12(37): 7270-8, 2014 Oct 07.
Article
in English
| MEDLINE
| ID: mdl-25105757
ABSTRACT
DFT calculations probing potential (4 + 2) and (4 + 3) cycloaddition pathways leading to the polycyclic ring systems found in the coral secondary metabolites plumarellide, mandapamate and rameswaralide are described. Formation of plumarellide and mandapamate via stepwise intramolecular cycloaddition of a furanoxonium ion onto a 1,3-diene is shown to be viable. The calculations also predict the outcome of related cyclisations involving model systems.