Document Detail


Synthesis of nitrogen-functionalized beta-cycloaltrins.
MedLine Citation:
PMID:  15575779     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
We report the synthesis of functionalized beta-cycloaltrins having azido groups at C-3, C-6, and both C-3 and C-6 by nucleophilic epoxy ring-opening of per-2,3-anhidro-beta-cyclomannin derivatives. The value of these compounds as templates for further functionalization is exemplified by the conversion of heptakis(3,6-diazido-3,6-dideoxy)-beta-cycloaltrin into the per-3,6-diamino, per-3,6-diacetamido, per-3,6-dichloroacetamido, and per[3,6-bis(N'-ethylureido)] derivatives in good yields.
Authors:
Juan M Casas-Solvas; Fernando Ortega-Caballero; Juan J Giménez-Martínez; Antonio Vargas-Berenguel
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  The Journal of organic chemistry     Volume:  69     ISSN:  0022-3263     ISO Abbreviation:  J. Org. Chem.     Publication Date:  2004 Dec 
Date Detail:
Created Date:  2004-12-03     Completed Date:  2005-02-14     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  2985193R     Medline TA:  J Org Chem     Country:  United States    
Other Details:
Languages:  eng     Pagination:  8942-5     Citation Subset:  IM    
Affiliation:
Area de Química Orgánica, Universidad de Almería, 04120 Almería, Spain.
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MeSH Terms
Descriptor/Qualifier:
Epoxy Compounds / chemical synthesis,  chemistry
Nitrogen / chemistry*
Stereoisomerism
beta-Cyclodextrins / chemical synthesis*,  chemistry*
Chemical
Reg. No./Substance:
0/Epoxy Compounds; 0/beta-Cyclodextrins; 7727-37-9/Nitrogen

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