1112458-75-9Relevant academic research and scientific papers
Synthesis of ether-linked sugar by nucleophilic opening of carbohydrate oxiranes
Nishiyama, Kazusa,Nakayama, Takahiro,Natsugari, Hideaki,Takahashi, Hideyo
experimental part, p. 3761 - 3768 (2009/06/06)
A new synthesis of ether-linked sugar utilizing the nucleophilic ring-opening reaction of carbohydrate α- or β-oxirane was developed. The reaction of 2,3-anhydro-α-D-mannopyranosides resulted in the expected high regioselectivity. In contrast, 2,3-anhydro-α-D-allopyranosides showed an unusual regioselectivity shift. The differentiating properties of carbohydrate α- or β-oxirane were investigated by comparing various conditions of the reaction. Georg Thieme Verlag Stuttgart.
