English   español  
Please use this identifier to cite or link to this item: http://hdl.handle.net/10261/53281
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

Olefin metathesis-iodoetherification-dehydroiodination strategy for spiroketal subunits of polyether antibiotics.

AuthorsTony, Kurissery A.; Dabideen, Darrin; Li, Jialiang; Díaz, Dolores ; Jiménez-Barbero, Jesús ; Mootoo, David R.
Issue Date16-Oct-2009
PublisherAmerican Chemical Society
CitationJournal of Organic Chemistry 74(20):7774-80(2009)
AbstractThe convergent synthesis of two pentacyclic analogues of the polyether monensin A is described. Although different with respect to the configuration of the alcohol at the 3 position of the six-membered ring of the spiroketal subunit, the configuration at the acetal center in both structures is unchanged and is consistent with the anomeric effect. The key synthetic steps are the coupling of two complex segments via an olefin metathesis, and the subsequent conversion of a dihydroxyalkene to the spiroketal through an iodoetherification−dehydroiodination sequence. The compatibility of these transformations with a variety of functional groups makes the overall strategy appropriate for highly substituted frameworks
Description2 fig.- 7 esqu.
Publisher version (URL)http://dx.doi.org/10.1021/jo9014722
URIhttp://hdl.handle.net/10261/53281
DOI10.1021/jo9014722
ISSN0022-3263
E-ISSN1520-6904
Appears in Collections:(CIB) Artículos
Files in This Item:
File Description SizeFormat 
restringido.pdf21,67 kBAdobe PDFThumbnail
View/Open
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.