105092-16-8Relevant articles and documents
Late-stage deoxyfluorination of alcohols with phenofluor
Sladojevich, Filippo,Arlow, Sophie I.,Tang, Pingping,Ritter, Tobias
supporting information, p. 2470 - 2473 (2013/03/28)
An operationally simple protocol for the selective deoxyfluorination of structurally complex alcohols is presented. Several fluorinated derivatives of natural products and pharmaceuticals have been prepared to showcase the potential of the method for late-stage diversification and its functional group compatibility. A series of simple guidelines for predicting the selectivity in substrates with multiple alcohols is given.
6-O-Glycosylation of morphine derivatives using thioglycosides as glycosyl donors
Rukhman,Yudovich,Nisnevich,Gutman
, p. 1241 - 1246 (2007/10/03)
A novel approach was developed for the synthesis of the pharmaceutically important morphine and dihydromorphine 6-β-D-glucuronides. The key step involves a selective 6-O-glycosylation of 3-O-protected morphines and dihydromorphines with thioglycosides that serve as glycosyl donors in the presence of thiophilic promoters. This novel approach may be useful for the O-glycosylation of other alkoloid derivatives.