Front Cover: Facile Approach to C‐Glucosides by Using a Protecting‐Group‐Free Hiyama Cross‐Coupling Reaction: High‐Yielding Dapagliflozin Synthesis (Chem. Eur. J. 41/2021)

A silyl hydride derivative of d‐glucal was used conveniently as a bench‐stable precursor for the construction of C‐glycosidic bond. After activation by fluoride‐mediated dehydrogenative hydrolysis, an intermediate silanol species was used for Hiyama arylation. Various aryl and heteroaryl C‐glycoside...

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Veröffentlicht in:Chemistry : a European journal 2021-07, Vol.27 (41), p.10484-10484
Hauptverfasser: Vaňková, Karolína, Rahm, Michal, Choutka, Jan, Pohl, Radek, Parkan, Kamil
Format: Artikel
Sprache:eng
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Zusammenfassung:A silyl hydride derivative of d‐glucal was used conveniently as a bench‐stable precursor for the construction of C‐glycosidic bond. After activation by fluoride‐mediated dehydrogenative hydrolysis, an intermediate silanol species was used for Hiyama arylation. Various aryl and heteroaryl C‐glycosides, C‐glycopeptides, as well as both a‐ and b‐isomers of Dapagliflozin could be constructed rapidly and without the need for protecting groups. The cover image was designed by Tomáš Belloň at IOCB Prague. More information can be found in the Full Paper by K. Parkan et al. (DOI: 10.1002/chem.202101052).
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.202101994