Entries to Hydroxylated Cyclohexa(e)nes via Carbocyclization of Carbohydrates
Date : June 15, 2012 16:30 ~
Speaker : Prof. Tony Kung Ming SHING(The Chinese University of Hong Kong)
Location : Rm.L307, Bldg.500
Date : 2012. 6. 15, 4:30 PM
Place : Rm.L307, Bldg.500
-Abstract-
We have been conducting research on the carbocyclization of carbohydrates for many years, i.e. the conversion of simple, readily available monosaccharides into hydroxylated carbocycles with pharmaceutical potential. Several key reactions will be presented in the seminar to illustrate such transformation namely intramolecular Watsworth-Emmon-Horner olefination, [π4s+π2s] cycloaddition, namely intramolecular nitrone and nitrile oxide-alkene cycloaddtion, and intramolecular aldol reactions. These protocols provide facile entries to 5, 6, as well as 7-membered hydroxylated carbocycles in enantiomerically pure forms.