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

• Published in: Organic letters Vol. 11; no. 13; pp. 2856 - 2859
• Main Authors: Liu, Qin, Rovis, Tomislav
• Format: Journal Article
• Language: English
• 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
• ISSN: 1523-7060; 1523-7052; 1523-7052
• DOI: 10.1021/ol901081a

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...