【文章名】Indium trichloride mediated cleavage of acetonides in the presence of acid-labile functional groups; enhancing the synthetic utility of 1,3-dioxolanyl-substituted 1,2-oxazines.
Indium trichloride mediated cleavage of acetonides in the presence of acid-labile functional groups; enhancing the synthetic utility of 1,3-dioxolanyl-substituted 1,2-oxazines.
[摘要]:InCl3 in an MeCN-H2O mixt. chemoselectively cleaved the isopropylidene acetals of various 1,3-dioxolanyl-substituted 1,2-oxazines as well as carbohydrate derivs. Deprotection of acetonides can be achieved in substrates susceptible for acid-induced cyclizations. Most importantly, enol ether moieties are not attacked and the presence of glycosidic linkages or acid-sensitive protecting groups such as Me3CMe2Si, Me3Si(CH2)2, or Me3CO2C is also tolerated.