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rdf:type |
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lifeskim:mentions |
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pubmed:issue |
22
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pubmed:dateCreated |
2004-10-21
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pubmed:abstractText |
[reaction: see text] A new class of bis(oxazoline) ligands are introduced that feature o-alkoxyaryl substituents and provide the highest enantioselectivities yet reported for the copper-catalyzed asymmetric dienosilane aldol addition to pyruvate and glyoxylate esters. Enantioselectivities up to 98% ee (before recrystallization) and isolated yields up to 91% were observed. Additionally, chloride counterions were found to be superior to triflate for this reaction.
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/3-hydroxybutanal,
http://linkedlifedata.com/resource/pubmed/chemical/Aldehydes,
http://linkedlifedata.com/resource/pubmed/chemical/Chlorides,
http://linkedlifedata.com/resource/pubmed/chemical/Copper,
http://linkedlifedata.com/resource/pubmed/chemical/Esters,
http://linkedlifedata.com/resource/pubmed/chemical/Glyoxylates,
http://linkedlifedata.com/resource/pubmed/chemical/Hydrocarbons, Aromatic,
http://linkedlifedata.com/resource/pubmed/chemical/Ligands,
http://linkedlifedata.com/resource/pubmed/chemical/Mesylates,
http://linkedlifedata.com/resource/pubmed/chemical/Oxazoles,
http://linkedlifedata.com/resource/pubmed/chemical/Pyruvates,
http://linkedlifedata.com/resource/pubmed/chemical/Silanes,
http://linkedlifedata.com/resource/pubmed/chemical/glyoxylic acid,
http://linkedlifedata.com/resource/pubmed/chemical/trifluoromethanesulfonic acid
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pubmed:status |
MEDLINE
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pubmed:month |
Oct
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pubmed:issn |
1523-7060
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pubmed:author |
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pubmed:issnType |
Print
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pubmed:day |
28
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pubmed:volume |
6
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
4097-9
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pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
pubmed-meshheading:15496108-Aldehydes,
pubmed-meshheading:15496108-Catalysis,
pubmed-meshheading:15496108-Chlorides,
pubmed-meshheading:15496108-Copper,
pubmed-meshheading:15496108-Esters,
pubmed-meshheading:15496108-Glyoxylates,
pubmed-meshheading:15496108-Hydrocarbons, Aromatic,
pubmed-meshheading:15496108-Ligands,
pubmed-meshheading:15496108-Mesylates,
pubmed-meshheading:15496108-Molecular Structure,
pubmed-meshheading:15496108-Oxazoles,
pubmed-meshheading:15496108-Pyruvates,
pubmed-meshheading:15496108-Silanes,
pubmed-meshheading:15496108-Stereoisomerism
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pubmed:year |
2004
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pubmed:articleTitle |
A new class of substituted aryl bis(oxazoline) ligands for highly enantioselective copper-catalyzed asymmetric aldol addition of dienolsilane to pyruvate and glyoxylate esters.
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pubmed:affiliation |
The Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, Texas 78712, USA.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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