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  5. Preparation of iminosugars from aminopolyols via selective oxidation using galactose oxidase
 
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Preparation of iminosugars from aminopolyols via selective oxidation using galactose oxidase

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Author(s)
Yeow, Kathryn 
Haarr, Marianne B. 
Muldoon, Jimmy 
O'Reilly, Elaine 
Uri
http://hdl.handle.net/10197/24147
Date Issued
07 November 2022
Date Available
20T15:19:37Z January 2023
Abstract
Minimally protected aminopolyols are novel substrates for the galactose oxidase variant F2. Site-selective oxidation proceeds at the terminal primary alcohol, followed by spontaneous cyclisation to afford stable hemiaminal/hemiacetal anomers of the piperidine and azepane scaffolds, with isolated yields of up to 94%. Simultaneous deprotection and reduction occured readily to afford valuable and biologically relevant iminosugars.
Sponsorship
Science Foundation Ireland
Type of Material
Journal Article
Publisher
Royal Society of Chemistry (RSC)
Journal
Chemical Communications
Volume
58
Issue
98
Start Page
13640
End Page
13643
Copyright (Published Version)
2022 Royal Society of Chemistry
Keywords
  • Galactose oxydase

  • Iminosugars

  • Sugar mimics

DOI
10.1039/d2cc04989a
Language
English
Status of Item
Peer reviewed
ISSN
1359-7345
This item is made available under a Creative Commons License
https://creativecommons.org/licenses/by/3.0/ie/
Owning collection
Chemistry Research Collection
Scopus© citations
0
Acquisition Date
Jan 28, 2023
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Jan 28, 2023
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