35094-62-3Relevant academic research and scientific papers
Glycosidation of thioglycosides in the presence of bromine: Mechanism, reactivity, and stereoselectivity
Kaeothip, Sophon,Yasomanee, Jagodige P.,Demchenko, Alexei V.
experimental part, p. 291 - 299 (2012/03/08)
Elaborating on previous studies by Lemieux for highly reactive "armed" bromides, we discovered that β-bromide of the superdisarmed (2-O-benzyl-3,4,6-tri-O-benzoyl) series can be directly obtained from the thioglycoside precursor. When this bromide is glycosidated, α-glycosides form exclusively; however, the yields of such transformations may be low due to the competing anomerization into α-bromide that is totally unreactive under the established reaction conditions.
