Enantio- and Diastereoselective Intermolecular Stetter Reaction of Glyoxamide and Alkylidene Ketoamides

A triazolinylidene carbene catalyzed intermolecular Stetter reaction of glyoxamide and alkylidene ketoamides has been developed. 1,4-Dicarbonyl products are afforded in good to excellent yields, enantioselectivities, and diastereoselectivities. Further derivatization of the products affords useful i...

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Bibliographic Details
Published inOrganic letters Vol. 11; no. 13; pp. 2856 - 2859
Main Authors Liu, Qin, Rovis, Tomislav
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 02.07.2009
Amer Chemical Soc
Subjects
Amides - chemical synthesis
Amides - chemistry
Catalysis
Chemistry
Chemistry, Organic
Combinatorial Chemistry Techniques
Ketones - chemical synthesis
Ketones - chemistry
Models, Chemical
Molecular Structure
Physical Sciences
Science & Technology
Stereoisomerism
Sulfonylurea Compounds - chemistry
ENANTIOSELECTIVE SYNTHESIS
ABSOLUTE-CONFIGURATION
STEREOCHEMISTRY
CONSTRUCTION
QUATERNARY STEREOCENTERS
HYDROBENZOFURANONES
CONDENSATION
ASYMMETRIC ACYLATION
STEREOSELECTIVE-SYNTHESIS
TETRAHYDROFURAN LIGNANS
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Summary:A triazolinylidene carbene catalyzed intermolecular Stetter reaction of glyoxamide and alkylidene ketoamides has been developed. 1,4-Dicarbonyl products are afforded in good to excellent yields, enantioselectivities, and diastereoselectivities. Further derivatization of the products affords useful intermediates for organic synthesis.
Bibliography:NIH RePORTER
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/ol901081a