1259511-75-5Relevant academic research and scientific papers
Additive-controlled stereoselective glycosylations of oxazolidinone- protected glucosamine and galactosamine thioglycoside donors based on preactivation protocol
Geng, Yiqun,Ye, Xin-Shan
supporting information; experimental part, p. 2506 - 2512 (2010/12/25)
Based on a pre-activation protocol, the stereoselectivity of oxazolidinone-protected amino sugar thioglycoside donors towards glycosylations can be controlled by additives. Either - or -selectivity could be obtained by changing additives. 2,4,6-Tri-tert-butylpyrimidine (TTBP) was the best -directing additive, while thiophene worked as the best -directing additive. The bifunctional additives such as tetrabutyl ammonium iodide (TBAI) afforded either - or -selectivity depending on the amount added. Poor -selectivity of some glycosylations without any additives was greatly improved by adding TBAI or thiophene. Georg Thieme Verlag Stuttgart New York.
