Ontology highlight
ABSTRACT:
SUBMITTER: Puet A
PROVIDER: S-EPMC7745444 | biostudies-literature | 2020 Dec
REPOSITORIES: biostudies-literature
ACS omega 20201202 49
Synthesis of four iminosugars fused to a cyclopropane ring is described using l-serine as the chiral pool. The key steps are large-scale preparation of an α,β-unsaturated piperidinone followed by completely stereoselective sulfur ylide cyclopropanation. Stereochemistry of compounds has been studied by nuclear Overhauser effect spectroscopy (NOESY) experiments and <sup>1</sup>H homonuclear decoupling to measure constant couplings. The activity of these compounds against different glycosidases has ...[more]