English   español  
Please use this identifier to cite or link to this item: http://hdl.handle.net/10261/17233
Share/Impact:
Statistics
logo share SHARE logo core CORE   Add this article to your Mendeley library MendeleyBASE

Visualizar otros formatos: MARC | Dublin Core | RDF | ORE | MODS | METS | DIDL
Exportar a otros formatos:

Title

Intramolecular hydrogen abstraction reaction in carbohydrate chemistry. Synthesis of chiral 2,7-dioxabicyclo[2.2.1]heptane and 6,8-dioxabicyclo[3.2.1]octane ring systems

AuthorsFrancisco, Cosme G. ; Herrera, Antonio J. ; Suárez, Ernesto
Issue Date7-Oct-2000
PublisherElsevier
CitationTetrahedron Letters 41(41): 7869-7873 (2000)
AbstractThe reaction of specifically protected alditols with (diacetoxyiodo)benzene or iodosylbenzene and iodine is a mild and selective procedure for the synthesis of chiral 6,8-dioxabicyclo[3.2.1]octane and 2,7-dioxabicyclo[2.2.1]heptane ring systems under neutral conditions. This methodology can be useful not only for the preparation of chiral synthons but also for the selective oxidation of specific carbons of the carbohydrate skeleton, constituting a good procedure for the synthesis of protected uloses. This reaction could be considered to be an intramolecular glycosidation that proceeds through an oxycarbenium ion.
Description5 pages, 1 table, 1 scheme.
Publisher version (URL)http://dx.doi.org/10.1016/S0040-4039(00)01393-9
URIhttp://hdl.handle.net/10261/17233
DOI10.1016/S0040-4039(00)01393-9
ISSN0040-4039
Appears in Collections:(IPNA) Artículos
Files in This Item:
There are no files associated with this item.
Show full item record
Review this work
 

Related articles:


WARNING: Items in Digital.CSIC are protected by copyright, with all rights reserved, unless otherwise indicated.