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- W2134989710 abstract "A new method for the synthesis of fluorinated α-C-glycosides is described. The reactions between highly electrophilic radicals (fluorinated or unfluorinated) and a 2-benzyloxyglucal or galactal provide 2-keto-D-arabino- or 2-keto-D-lyxo-hexopyranosides through an addition/fragmentation process. Sodium borohydride mediated or Meerwein–Ponndorf–Verley (MPV) reduction of these compounds provides α-C-glycosides that feature appropriate anchoring groups for further synthetic elaboration. The presence of CF2CO2iPr or CF2Br groups at the pseudo-anomeric position allows efficient reduction/olefination or Br/Li-exchange/nucleophilic-addition sequences. These transformations open the way for the synthesis of fluorinated C-glycosidic analogues of glycoconjugates." @default.
- W2134989710 created "2016-06-24" @default.
- W2134989710 creator A5013468933 @default.
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- W2134989710 creator A5085372540 @default.
- W2134989710 creator A5089252052 @default.
- W2134989710 date "2013-08-16" @default.
- W2134989710 modified "2023-10-17" @default.
- W2134989710 title "Addition of Electrophilic Radicals to 2-Benzyloxyglycals: Synthesis and Functionalization of Fluorinated α-<i>C</i>-Glycosides and Derivatives" @default.
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- W2134989710 doi "https://doi.org/10.1002/chem.201302070" @default.
- W2134989710 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/23955898" @default.
- W2134989710 hasPublicationYear "2013" @default.
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