- Total diastereofacial selective iodofunctionalization of terpene derivatives based on Ipy2BF4.
Total diastereofacial selective iodofunctionalization of terpene derivatives based on Ipy2BF4.
The Journal of organic chemistry (2003-08-16)
José Barluenga, Mónica Alvarez-Pérez, Félix Rodríguez, Fracisco J Fañanás, José A Cuesta, Santiago García-Granda
PMID12919019
ABSTRACT
Acetonides 1, easily obtained from simple terpenes, react with bispyridine iodonium (I) tetrafluoroborate (Ipy(2)BF(4)) and tetrafluoroboric acid in the presence of nucleophiles to give the corresponding adducts 2 with complete regio and diastereofacial control. Acetonides 1 containing a properly located phenyl or benzyloxy group easily undergo iodocyclization to furnish compounds 3 and 4.
MATERIALS