4.4 Article

Carbonyl ylide reactions of α-benzylidene-β-dicarbonyl compounds:: Competitive formation of dihydrofurans and dihydrobenzoxepines

Journal

TETRAHEDRON LETTERS
Volume 49, Issue 6, Pages 1062-1065

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2007.11.197

Keywords

carbene; 1,5-electrocyclization; 1,7-electrocyclization; dihydrofuran; dihydrobenzoxepine

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alpha-Benzylidene-beta,beta'-biscarbonyl compounds were reacted with dimethyl diazomalonate using Cu(II) acetylacetonate as a catalyst. Dihydrofurans or mixtures of dihydrofurans and dihydrobenzoxepines were obtained depending on the nature of the carbonyl group present in the starting material. (c) 2007 Elsevier Ltd. All rights reserved.

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