Acid catalyzed reactions of α,β-unsaturated aldehydes and ethyl diazoacetate

The formation of cyclopropanes from α,β-unsaturated aldehydes and diazo compounds has been a rather challenging goal due to the extremely reactive aldehyde starter. Herein, our group reports the first formation of ethyl 2-formyl-1-cyclopropanecarboxylate in 100% yield from the acid catalyzed reactio...

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Bibliographic Details
Published inTetrahedron letters Vol. 47; no. 2; pp. 221 - 223
Main Authors Branstetter, Bryan, Hossain, M. Mahmun
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 09.01.2006
Elsevier
Subjects
Acid-catalyzed
Aldehyde
Chemistry
Chemistry, Organic
Cyclopropane
Ethyl diazoacetate
Physical Sciences
Science & Technology
Acid-catalyzed
Cyclopropane
Aldehyde
Ethyl diazoacetate
aldehyde
ethyl diazoacetate
cyclopropane
acid-catalyzed
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Summary:The formation of cyclopropanes from α,β-unsaturated aldehydes and diazo compounds has been a rather challenging goal due to the extremely reactive aldehyde starter. Herein, our group reports the first formation of ethyl 2-formyl-1-cyclopropanecarboxylate in 100% yield from the acid catalyzed reaction between acrolein and ethyl diazoacetate (EDA).
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2005.10.148