4 research outputs found
Rapid syntheses of difluorinated dihydropyrans
A very short reaction sequence opens with metal-mediated addition of commercial bromodifluoropropene to aldehydes; allylation under phase transfer catalysed conditions sets the stage for a ring closing metathesis (RCM) in the presence of commercial Grubbs’ catalyst to afford potentially useful difluorinated dihydropyrans
A stereodivergent asymmetric approach to difluorinated aldonic acids
A (bromodifluoromethyl)alkyne has been deployed in a stereoselective route to difluorinated aldonic acid analogues, in which a Sharpless asymmetric dihydroxylation reaction and diastereoisomer separation set the stage for phenyl group oxidation
Towards conformationally-locked difluorosugar analogues : an unexpected sense of dihydroxylation
Difluorinated cyclooctenones, synthesised using RCM, can be used as templates for stereoselective oxidative transformations to products that undergo transannular reactions to afford conformationally-locked analogues of 2-deoxy-2,2-difluorosugars with different stereochemical relationships between the C-2 and C-3 hydroxyl groups
Rapid assembly of highly-functionalised difluorinated cyclooctenones via ring-closing metathesis
Building block methodology from trifluoroethanol and ringclosing metathesis using a Fürstner modification of Grubbs’ conditions allows the rapid synthesis of novel difluorinated cyclooctenones