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Copper-Catalyzed Bis(methoxycarbonyl)carbene Reactions of α,β-Unsaturated Carboxamides

✍ Scribed by Gökçe Merey; Olcay Anaç

Book ID: 102257545
Publisher: John Wiley and Sons
Year: 2011
Tongue: German
Weight: 307 KB
Volume: 94
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.201000384

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✦ Synopsis

The [Cu(acac) 2 ]-catalyzed reactions of a,b-unsaturated carboxamides with dimethyl diazomalonate yielded dihydrofuran derivatives by a 1,5-electrocyclic reaction at C(b), and butadiene derivatives by carbene addition reaction at C(a) (Schemes 4 and 5; Table ). Phenyl substituents at the N-atom of the amides seem to be effective on the reaction pathways (Table ).

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