Ontology highlight
ABSTRACT:
SUBMITTER: Boulineau FP
PROVIDER: S-EPMC1820887 | biostudies-literature | 2004 May
REPOSITORIES: biostudies-literature
The Journal of organic chemistry 20040501 10
Methyl D-glucoside and d-glucose pentaacetate are transformed, respectively, into methyl alpha-O-glucuronide 3 and hydroxymethyl beta-C-glucuronide 9, which undergo decarboxylative elimination efficiently to produce 4-deoxypentenoside 4 and L-glucal 10. These unsaturated pyranosides provide an expeditious entry into mirror-image oligosaccharides, as demonstrated in the synthesis of the unnatural enantiomer of the H-type II blood group determinant trisaccharide (D-Fuc-(alpha1-->2)-L-Gal-(beta1--> ...[more]