Omar Boutureira, M. Isabel Matheu, Yolanda Díaz and Sergio Castillón
RSC Adv., 2014,4, 19794-19799
DOI:
10.1039/C4RA01668H,
Communication
2,3-Dideoxy-D-ribopyranose units are important ring systems found in nature. Herein, we develop a metal-mediated strategy to form this important scaffold featuring a cross-metathesis reaction of the corresponding sugar-derived hydroxyalkene with electron-rich phenyl vinyl sulfide using commercially available ruthenium-catalysts under microwave irradiation as a key step. The final 2,3-dideoxyhexopyranose ring is generated in a single step upon 6-endo electrophilic cyclization.