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Glycosyl nitrates in synthesis: streamlined access to glucopyranose building blocks differentiated at C-2(†)

In an attempt to refine a CAN-mediated synthesis of 1,3,4,6-tetra-O-acetyl-α-D-glucopyranose (2-OH glucose) we unexpectedly discovered that this reaction proceeds via the intermediacy of glycosyl nitrates. Improved mechanistic understanding of this reaction led to the development of a more versatile...

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Bibliografische gegevens
Gepubliceerd in:Org Biomol Chem
Hoofdauteurs: Wang, Tinghua, Nigudkar, Swati S., Yasomanee, Jagodige P., Rath, Nigam P., Stine, Keith J., Demchenko, Alexei V.
Formaat: Artigo
Taal:Inglês
Gepubliceerd in: 2018
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Online toegang:https://ncbi.nlm.nih.gov/pmc/articles/PMC5971085/
https://ncbi.nlm.nih.gov/pubmed/29693690
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1039/c8ob00477c
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