Journal article
Control of phosphoryl migratory transesterifications allows regioselecive access to sugar phosphates.
- Abstract:
- Phosphate esters in polyhydroxylated systems are normally blighted by uncontrolled migration under a variety of reaction conditions. Cesium fluoride is demonstrated as a reagent to control migration of primary phosphates during transesterifications. This allows easy exchange of phosphoryl protecting groups enabling enhanced synthetic strategic flexibility and regioselective phosphate installation. Mechanistic analysis suggests that a fluoride-induced extended solvent sphere modulates steric bulk at phosphorus to favor the primary position.
- Publication status:
- Published
- Peer review status:
- Peer Reviewed
- Version:
- Submitted Manuscript
Actions
Access Document
- Files:
-
-
(pdf, 434.5KB)
-
- Publisher copy:
- 10.1021/ol303271z
Why is the content I wish to access not available via ORA?
Bibliographic data (the information relating to research outputs) and full-text items (e.g. articles, theses, reports, etc.) arrive in ORA from several different sources. Unfortunately we are not able to make available the full-text for every research output.
Please contact the ORA team (
) if you have queries regarding unavailable content OR if you are aware of a full-text copy we can make available.
) if you have queries regarding unavailable content OR if you are aware of a full-text copy we can make available.
Content may be unavailable for the following four reasons
-
Version unsuitable
-
We have not obtained a suitable full-text for a given research output. See this page for more information.
-
Recently completed
-
Sometimes content is held in ORA but is unavailable for a fixed period of time to comply with the policies and wishes of rights holders.
-
Permissions
-
All content made available in ORA should comply with relevant rights, such as copyright. See this page for more information.
-
Clearance
-
Some thesis volumes scanned as part of the digitisation scheme funded by Dr Leonard Polonsky are currently unavailable due to sensitive material or uncleared third-party copyright content. We are attempting to contact authors whose theses are affected.
Alternative access to the full-text
You may be able to access the full-text directly from the publisher's website using the 'Publisher Copy' link in the 'Links & Downloads' box from a research output's ORA record page. This method may require an institutional or individual subscription to the journal/resource.
Authors
Funding
International AIDS Vaccine Initiative
More from this funder
Bibliographic Details
- Journal:
- Organic Letters
- Volume:
- 15
- Issue:
- 2
- Pages:
- 346-349
- Publication date:
- 2013-01-03
- DOI:
- EISSN:
-
1523-7052
- ISSN:
-
1523-7060
- URN:
-
uuid:65b4d86f-7372-4783-910c-62ad4b71089b
- Source identifiers:
-
374214
- Local pid:
- pubs:374214
Item Description
- Language:
- English
- Keywords:
Terms of use
- Copyright holder:
- American Chemical Society
- Copyright date:
- 2013
- Notes:
- This document is the unedited author's version of a Submitted Work that was subsequently accepted for publication in Organic Letters, copyright © American Chemical Society after peer review. To access the final edited and published work, see http://pubs.acs.org/doi/abs/10.1021/ol303271z
If you are the owner of this record, you can report an update to it here: Report update to this record