IQUIR 05412
INSTITUTO DE QUIMICA ROSARIO
Unidad Ejecutora - UE
artículos
Título:
End-Group-Differentiating Ozonolysis of Norbornene Systems To Afford Highly Substituted Cyclopentane Rings
Autor/es:
SEBASTIÁN A. TESTERO; MARÍA I. MANGIONE; ALEJANDRA G. SUÁREZ; ROLANDO A. SPANEVELLO
Revista:
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Editorial:
WILEY-V C H VERLAG GMBH
Referencias:
Lugar: Weinheim; Año: 2013 vol. 2013 p. 5236 - 5245
ISSN:
1434-193X
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.
