Unsymmetrical Ozonolysis of norbornene systems

TESTERO, S. A; MANGIONE, M. I.; POEYLAUT-PALENA, A. A.; SUÁREZ, A. G.; SPANEVELLO, R. A.

Montevideo. Uruguay

Workshop; IFS/OPCW Workshop: “Chemistry in nature-natural resources: chemistry, biological and environmetal aspects.”; 2008

International Foundation for Science

Ozonolysis is a widely applied reaction in organic synthesis. It is used to cleave multiple carbon-carbon or carbon-heteroatom bonds. This reaction is particularly interesting when an alkene is placed within a cyclic or polycyclic molecular structure. In this case, the cleavage could unveil a very useful functional group arrangement. Herein. we wish to report the non symmetrical ozonolysis of a carbohydrate derived norbornene system that have shown a completely regioseletive cleavage of the primary ozonide and the studies performed with other analogues in order to determine possible remote factors that could account for the outcome of this unsymmetrical ozonolysis.