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Reactions of α,β-Enones with Diazo Compounds, 2. Synthesis of Dihydrofuran Derivatives

✍ Scribed by Anac, Olcay ;Daut, Ayse

Book ID
118284549
Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
533 KB
Volume
1997
Category
Article
ISSN
0947-3440

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## Abstract In this study, (__E__)‐ and (__Z__)‐enones carrying only a phenyl substituent at their C(__β__) atom were treaced with dimethyl diazomalonate in the presence of (acetylacetonato)copper(II). According to the configuration of the starting enones, the products were dioxole or dihydrofuran

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## Abstract 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 a