Comparing of endocyclic and exocyclic cleavage reactions using mycothiol synthesis as an example. Issue 20 (17th May 2018)
- Record Type:
- Journal Article
- Title:
- Comparing of endocyclic and exocyclic cleavage reactions using mycothiol synthesis as an example. Issue 20 (17th May 2018)
- Main Title:
- Comparing of endocyclic and exocyclic cleavage reactions using mycothiol synthesis as an example
- Authors:
- Manabe, Shino
Ito, Yukishige - Abstract:
- Abstract: Glycosides can be cleaved in either an exo- or endocyclic fashion. Specifically, the former pathway is used during conventional glycosylation; whereas the latter pathway has not been the subject of attention. Endocyclic cleavage reaction enable the anomerization of β-glycosides to α-glycosides. Herein, we compared the efficacies of endo- and exocyclic cleavage reactions during the synthesis of mycothiol, a potential drug development target for tuberculosis treatment, in terms of selectivity and product yield. In addition, the direct resolution of benzyl-protected inositol by a highly stereoselective glycosylation reaction was investigated. Graphical abstract:
- Is Part Of:
- Tetrahedron. Volume 74:Issue 20(2018)
- Journal:
- Tetrahedron
- Issue:
- Volume 74:Issue 20(2018)
- Issue Display:
- Volume 74, Issue 20 (2018)
- Year:
- 2018
- Volume:
- 74
- Issue:
- 20
- Issue Sort Value:
- 2018-0074-0020-0000
- Page Start:
- 2440
- Page End:
- 2446
- Publication Date:
- 2018-05-17
- Subjects:
- Anomerization -- Glycosylation -- Cyclitols -- Glycosides -- Mycothiol
Chemistry, Organic -- Periodicals
547.005 - Journal URLs:
- http://www.elsevier.com/journals ↗
- DOI:
- 10.1016/j.tet.2018.03.069 ↗
- Languages:
- English
- ISSNs:
- 0040-4020
- Deposit Type:
- Legaldeposit
- View Content:
- Available online (eLD content is only available in our Reading Rooms) ↗
- Physical Locations:
- British Library DSC - 8796.850000
British Library DSC - BLDSS-3PM
British Library STI - ELD Digital store - Ingest File:
- 6304.xml