284029-96-5Relevant academic research and scientific papers
2,3-Anhydrosugars in glycoside bond synthesis. Application to α-D-galactofuranosides
Bai, Yu,Lowary, Todd L.
, p. 9658 - 9671 (2007/10/03)
We report here the use of 2,3-anhydro-D-gulofuranosyl thioglycosides and glycosyl sulfoxides in the synthesis of α-D-galactofuranosidic bonds, which are present in a range of bacterial and fungal glycoconjugates. This two-step method involves a stereosele
A general and diastereoselective synthesis of 1,2-cis-hexofuranosides from 1,2-trans-thiofuranosyl donors
Gelin, Muriel,Ferrieres, Vincent,Plusquellec, Daniel
, p. 1423 - 1431 (2007/10/03)
The general formation of 1,2-trans-thioglycofuranosides derived from D- galactose, D-glucose and D-mannose was readily accomplished starting from the corresponding alkyl glycofuranosides via per-O-acetyl-hexofuranoses as key synthons. Glycosidation of ethyl or phenyl perbenzylated 1,2-trans- thiofuranosides afforded disaccharides containing a nonreducing 1,2-cis- hexofuranosyl unit, i.e. α-D-galactosyl, α-D-glucosyl or β-D-mannosyl, with interesting diastereoselectivities. Activation of the thiofuranosyl donors was performed by N-iodosuccinimide and a catalytic amount of tin(II) trifluoromethanesulfonate.
