Document Detail


Magnesium-mediated intramolecular reductive coupling: a stereoselective synthesis of C(2)-symmetric 3,4-bis-silyl-substituted adipic acid derivatives.
MedLine Citation:
PMID:  19865696     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Chiral C(2)-symmetric 3,4-bis-silyl-substituted adipic acid derivatives have been synthesised by a Mg/trimethylsilyl chloride-mediated intramolecular reductive coupling of symmetrical disiloxanes of beta-silylacrylic acid N-oxazolidinone derivatives. Efficient and short syntheses of enantiomerically pure enantiomers of 2,6-dioxabicyclo[3.3.0]octane-3,7-dione have been achieved from the bis-silylated adipic acid derivatives using Fleming-Tamao oxidation as the key step.
Authors:
Pintu K Kundu; Sunil K Ghosh
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Publication Detail:
Type:  Journal Article     Date:  2009-09-14
Journal Detail:
Title:  Organic & biomolecular chemistry     Volume:  7     ISSN:  1477-0539     ISO Abbreviation:  Org. Biomol. Chem.     Publication Date:  2009 Nov 
Date Detail:
Created Date:  2009-10-29     Completed Date:  2010-02-03     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  101154995     Medline TA:  Org Biomol Chem     Country:  England    
Other Details:
Languages:  eng     Pagination:  4611-21     Citation Subset:  IM    
Affiliation:
Bio-Organic Division, Bhabha Atomic Research Centre, Mumbai, India.
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MeSH Terms
Descriptor/Qualifier:
Adipic Acids / chemical synthesis*,  chemistry*
Cyclization
Magnesium / chemistry*
Methanol / chemistry
Oxidation-Reduction
Silanes / chemical synthesis
Stereoisomerism
Chemical
Reg. No./Substance:
0/Adipic Acids; 0/Silanes; 124-04-9/adipic acid; 13597-73-4/disiloxane; 67-56-1/Methanol; 7439-95-4/Magnesium

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


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