Ontology highlight
ABSTRACT:
SUBMITTER: Padungros P
PROVIDER: S-EPMC3985838 | biostudies-other | 2014 Mar
REPOSITORIES: biostudies-other
The Journal of organic chemistry 20140227 6
In this article, we evaluate glycosyl dithiocarbamates (DTCs) with unprotected C2 hydroxyls as donors in β-linked oligosaccharide synthesis. We report a mild, one-pot conversion of glycals into β-glycosyl DTCs via DMDO oxidation with subsequent ring opening by DTC salts, which can be generated in situ from secondary amines and CS2. Glycosyl DTCs are readily activated with Cu(I) or Cu(II) triflate at low temperatures and are amenable to reiterative synthesis strategies, as demonstrated by the eff ...[more]