Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 130, Issue 43, Pages 14066-+Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja805680z
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Funding
- NIGMS [GM72586]
- Eli Lilly
- Johnson and Johnson
- Boehringer Ingelheim
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An asymmetric intermolecular Stetter reaction of glyoxamide and alkylidenemalonates has been developed. Catalyzed by a novel N-heterocyclic carbene, the Stetter adducts are formed in good yield and excellent enantioselectivity. The presence of a sensitive epimerizable stereocenter is tolerated under these mildly basic reaction conditions if a bulky amine base is used. The products may be further elaborated to provide synthetically useful intermediates.
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