Catalytic asymmetric intermolecular Stetter reaction of glyoxamides with alkylidenemalonates

Journal of the American Chemical Society

Volumn 130, Issue 43, 2008, Pages 14066-14067

  Liu, Qin ^a   Perreault, Stéphane ^a   Rovis, Tomislav ^a  

^a Department of Environmental and Radiological Health Sciences   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; MALONIC ACID DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL REACTION;

ALKADIENES; AMIDES; CATALYSIS; MALONATES; METHANE; MOLECULAR STRUCTURE; PHENYLALANINE; STEREOISOMERISM; SULFONYLUREA COMPOUNDS;

EID: 54849432201     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja805680z     Document Type: Article

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29. See Supporting Information.
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33. Glyoxamide is consumed in <5 min to form benzoin adduct prior to the appearance of any Stetter product, also noted by Enders (see ref 9).
34. A Michael acceptor with an iso-propyl β-substituent was subjected to the same reaction conditions at 23°C but did not afford any Stetter adduct.
35. 2O at-78°C (3:1 dr).