Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2010, Issue 27, Pages 5279-5286Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201000698
Keywords
Lactones; Multicomponent reactions; Domino reactions; Cobalt; Zinc
Categories
Funding
- Centre National de la Recherche Scientifique (CNRS)
- University Paris Est Creteil
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A one-pot, three-component synthesis of the title butyrolactones starting from aryl bromides, dimethyl itaconate, and either aldehydes or ketones is described. The cobalt-catalyzed domino process formally involves the in situ metalation of an aromatic bromide, conjugate addition onto dimethyl itaconate, an aldolization reaction with a carbonyl compound and a final cyclization into a five-membered lactone. This procedure is applied to the concise synthesis of a range of functionalized gamma-butyrolactones with a methyl paraconate subunit.
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