Document Detail


Remote stereocontrol by sulfinyl groups: reduction of delta-ketosulfoxides.
MedLine Citation:
PMID:  15730304     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
The reduction of delta-ketosulfoxides constitutes the first evidence of the efficiency of the sulfinyl group to control the stereoselectivity of 1,5-asymmetric induction processes. The use of DIBAL/Yb(OTf)3 or L-Selectride as the reducing agents provides delta-hydroxysulfoxides with the opposite configuration at the hydroxylic carbon in a highly stereoselective way.
Authors:
José L García Ruano; M Angeles Fernández-Ibáñez; M Carmen Maestro; M Mercedes Rodríguez-Fernández
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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:  70     ISSN:  0022-3263     ISO Abbreviation:  J. Org. Chem.     Publication Date:  2005 Mar 
Date Detail:
Created Date:  2005-02-25     Completed Date:  2005-04-22     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:  1796-801     Citation Subset:  IM    
Affiliation:
Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049-Madrid, Spain. joseluis.garcia.ruano@uam.es
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MeSH Terms
Descriptor/Qualifier:
Ketones / chemical synthesis*,  chemistry
Molecular Conformation
Oxidation-Reduction
Stereoisomerism
Sulfoxides / chemical synthesis*,  chemistry
Sulfur Compounds / chemistry*
Chemical
Reg. No./Substance:
0/Ketones; 0/Sulfoxides; 0/Sulfur Compounds

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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