Artículos de revistas
End-group differentiating ozonolysis of norbornene systems to access to highly substituted cyclopentane rings
Fecha
2013-05Registro en:
Testero, Sebastian Andres; Mangione, Maria Ines; Suarez, Alejandra Graciela; Spanevello, Rolando Angel; End-group differentiating ozonolysis of norbornene systems to access to highly substituted cyclopentane rings; Wiley; European Journal of Organic Chemistry; 2013; 24; 5-2013; 5236-5245
1434-193X
Autor
Testero, Sebastian Andres
Mangione, Maria Ines
Suarez, Alejandra Graciela
Spanevello, Rolando Angel
Resumen
The end-group-differentiating ozonolysis concept is discussed, with an emphasis on norbornene systems. Different remote functional groups in endo positions in norbornene derivatives are able to direct the primary ozonide fragmentation. By analysis of the factors affecting the regioselectivity, a rule to predict the direction of the primary ozonide rupture is formulated. These reactions give access to highly substituted cyclopentane rings and provide opportunities for their subsequent regioselective manipulation.