Reactions of α,β-Enones with Diazo Compounds, Part 3

Reactions of α,β-Enones with Diazo Compounds, Part 3

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‐tran...

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Bibliographic Details
Published in:Helvetica chimica acta Vol. 86; no. 2; pp. 290 - 298
Main Authors: Anaç, Olcay, Daut Özdemir, Ayşe, Sezer, Özkan
Format: Journal Article
Language:English
Published: Basel WILEY-VCH Verlag 01-02-2003
WILEY‐VCH Verlag
Online Access:Get full text
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Summary: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.
Bibliography:ArticleID:HLCA#200390030
Part 2: [1].
ark:/67375/WNG-R3SZCMSJ-0
istex:11E7401B81271798629229889698D689D0EC668F
ISSN:0018-019X
1522-2675
DOI:10.1002/hlca.200390030