18403-20-8Relevant academic research and scientific papers
Regioselective Protection Strategies for D-Xylopyranosides
Helm, Richard F.,Ralph, John,Anderson, Laurens
, p. 7015 - 7021 (2007/10/02)
The acylation of D-xylopyranosides can be effected at any position by selective hydroxyl activation with dibutyltin oxide in refluxing benzene and proper choice of starting anomer.Methyl 4-O-benzyl-β-D-xylopyranoside, available from methyl 2,3-O-isopropyl
An Approach to Pseudomonic Acids from D-Xylose
Rao, M. Vaman,Nagarajan, M.
, p. 1432 - 1437 (2007/10/02)
The four contiguous chiral centers present in pseudomonic acid C are constructed in an efficient way from D-xylose.The key steps involve a highly selective intermolecular radical reaction between benzyl 4-bromo-4-deoxy-2,3-di-O-benzoyl-β-L-lyxopyranoside (9) and phenyl vinyl sulfone for incorporating the lower appendage and a stereoselective intramolecular Michael addition to achieve the correct stereochemistry at the anomeric site.
