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Reactions of α,β-Enones with Diazo Compounds. Part 4 : Reaction Pathways from (Z)- and (E)-α,β-Enones with Dimethyl Diazomalonate

✍ Scribed by Olcay Anaç; Füsun Seyma Güngör; Çiĝdem Kahveci; M. Şerif Cansever


Publisher
John Wiley and Sons
Year
2004
Tongue
German
Weight
121 KB
Volume
87
Category
Article
ISSN
0018-019X

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✦ Synopsis


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 derivatives, significant heterocycles in natural products.


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Reactions of α,β-Enones with Diazo Compo
✍ Olcay Anaç; Ayşe Daut Özdemir; Özkan Sezer 📂 Article 📅 2003 🏛 John Wiley and Sons 🌐 German ⚖ 167 KB 👁 1 views

## 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