Ontology highlight
ABSTRACT:
SUBMITTER: Mirabella S
PROVIDER: S-EPMC7735751 | biostudies-literature | 2020 Nov
REPOSITORIES: biostudies-literature
Organic letters 20201104 22
The [3,3]-sigmatropic allyl cyanate/isocyanate rearrangement of glycals in the presence of <i>O</i>-, <i>N</i>-, and <i>C</i>-nucleophiles afforded β-<i>N</i>-glucosyl and galactosyl carbamates, ureas, and amides in good yields. The unsaturated products were elaborated to <i>N</i>-glycosides by dihydroxylation, to 1,3-diaminosugars by tethered aminohydroxylation, or to 1,2-diaminosugars by iteration of the sigmatropic rearrangement. This metal-free methodology represents an excellent and general ...[more]