kth.sePublications
Change search
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf
Lactosamine from lactulose via the Heyns rearrangement: a practical protocol
Univ Bangor, Sch Chem, Bangor LL57 2UW, Gwynedd, Wales..
Univ Bangor, Sch Chem, Bangor LL57 2UW, Gwynedd, Wales..
Univ Bangor, Sch Chem, Bangor LL57 2UW, Gwynedd, Wales..ORCID iD: 0000-0002-8513-1952
2013 (English)In: Tetrahedron Letters, ISSN 0040-4039, E-ISSN 1359-8562, Vol. 54, no 30, p. 3960-3961Article in journal (Refereed) Published
Abstract [en]

The Heyns rearrangement is possibly one of the oldest, easiest and most economic ways to synthesise 2-deoxy-2-amino sugars. Initially reported yields were disappointingly low, but in the late 90s Wrodnigg and Stutz discovered modified reaction conditions that gave substantially increased yields, making the reaction viable on preparative scale. Requiring larger amounts of N-acetyl lactosamine, we utilised the reported reaction conditions and found that additional modifications, especially in the work-up procedure-for example employing rapid filtration of crude diethyl ether precipitates, were necessary to make this approach robust in the research laboratory environment.

Place, publisher, year, edition, pages
PERGAMON-ELSEVIER SCIENCE LTD , 2013. Vol. 54, no 30, p. 3960-3961
Keywords [en]
Heyns rearrangement, N-Acetyllactosamine lactulose, 2-Deoxy-2-amino sugar
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:kth:diva-305699DOI: 10.1016/j.tetlet.2013.05.086ISI: 000321413000013Scopus ID: 2-s2.0-84879411853OAI: oai:DiVA.org:kth-305699DiVA, id: diva2:1617202
Note

QC 20211206

Available from: 2021-12-06 Created: 2021-12-06 Last updated: 2022-06-25Bibliographically approved

Open Access in DiVA

No full text in DiVA

Other links

Publisher's full textScopus

Authority records

Lahmann, Martina

Search in DiVA

By author/editor
Lahmann, Martina
In the same journal
Tetrahedron Letters
Organic Chemistry

Search outside of DiVA

GoogleGoogle Scholar

doi
urn-nbn

Altmetric score

doi
urn-nbn
Total: 60 hits
CiteExportLink to record
Permanent link

Direct link
Cite
Citation style
  • apa
  • ieee
  • modern-language-association-8th-edition
  • vancouver
  • Other style
More styles
Language
  • de-DE
  • en-GB
  • en-US
  • fi-FI
  • nn-NO
  • nn-NB
  • sv-SE
  • Other locale
More languages
Output format
  • html
  • text
  • asciidoc
  • rtf