243142-18-9Relevant academic research and scientific papers
Novel stereoelectronic behavior of bicyclic glycosyl donors: Application to the synthesis of both 2-deoxy-α- and -β-glycosides
Dios, Angeles,Nativi, Cristina,Capozzi, Giuseppe,Franck, Richard W.
, p. 1869 - 1874 (2007/10/03)
Two pairs of novel stereoisomeric, cyclic glycosyl donors exhibit different behaviors in glycosylation processes. In the pair of α-gluco (1) and β-manno (2), the former exhibits reversability with its glycoside product whereas the latter does not. In the α-gluco (3) and β-manno (4) set, the former undergoes glycosyl transfer via an isolable intermediate whereas the latter does not. The differing anomeric effects exerted in the ground states are proposed as the force which explains the differences in behavior.
