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Peer-reviewedCC BY-NC-ND 4.0Chemistry (Weinheim an Der Bergstrasse, Germany)

Stereoselective Synthesis of β‐C‐glycosides From Exoglycals Through Radical C─C Bond Formation

  • Noémie Murard1
  • Guillaume Pilet2
  • David Gueyrard1
  1. 1Institut De Chimie et Biochimie Moléculaires Et Supramoléculaires Laboratoire De Chimie Organique 2—Glycochimie UMR‐CNRS 5246‐Université Claude Bernard Lyon 1 France
  2. 2Laboratoire Des Multimatériaux et Interfaces UMR‐CNRS 5615‐Université Claude Bernard Lyon 1 France
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Abstract

We describe herein a convenient strategy for the preparation of β‐C‐glycosides via the addition of radical species onto exoglycals. This method is efficient, general and achieved in mild conditions starting from xanthates derivatives and using triethylborane as initiator and 4‐tert‐butylcatechol as hydrogen atom source. This hydroalkylation reaction is completely regioselective with moderate to complete stereoselectivity.

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Cite

BibTeXRIS
BibTeX
@article{murard2026stereoselective,
  title = {{Stereoselective Synthesis of β‐C‐glycosides From Exoglycals Through Radical C─C Bond Formation}},
  author = {Noémie Murard and Guillaume Pilet and David Gueyrard},
  journal = {Chemistry (Weinheim an Der Bergstrasse, Germany)},
  year = {2026},
  month = aug,
  doi = {10.1002/chem.71515},
  url = {https://doi.org/10.1002/chem.71515},
  note = {CC BY-NC-ND 4.0},
}
RIS
TY  - JOUR
TI  - Stereoselective Synthesis of β‐C‐glycosides From Exoglycals Through Radical C─C Bond Formation
AU  - Noémie Murard
AU  - Guillaume Pilet
AU  - David Gueyrard
PY  - 2026
DA  - 2026/08/03
JO  - Chemistry (Weinheim an Der Bergstrasse, Germany)
DO  - 10.1002/chem.71515
UR  - https://doi.org/10.1002/chem.71515
AB  - We describe herein a convenient strategy for the preparation of β‐C‐glycosides via the addition of radical species onto exoglycals. This method is efficient, general and achieved in mild conditions starting from xanthates derivatives and using triethylborane as initiator and 4‐tert‐butylcatechol as hydrogen atom source. This hydroalkylation reaction is completely regioselective with moderate to complete stereoselectivity.
SN  - 0947-6539
SN  - 1521-3765
ER  -