Reactions of α , β ‐Enones with Diazo Compounds, Part 3
2003; Wiley; Volume: 86; Issue: 2 Linguagem: Inglês
10.1002/hlca.200390030
ISSN1522-2675
AutoresOlcay Anaç, Ayşe Daut Özdemir, Özkan Sezer,
Tópico(s)Cyclopropane Reaction Mechanisms
ResumoAbstract Carbonyl ylides arising from ethyl acetodiazoacetate/dimethyl diazomalonate and α , β ‐enones with mainly s‐ cis conformations underwent disrotatory cyclization to produce dihydrofuran derivatives. This process proved to be sensitive to steric effects. The corresponding ylides arising from rather s‐ trans α , β ‐enals yielded dioxole derivatives. The mechanisms of the reactions are discussed.
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