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Synthesis 2015; 47(19): 3020-3026
DOI: 10.1055/s-0034-1379934
DOI: 10.1055/s-0034-1379934
paper
Acetoxy-Substituted Cyclopropane Dicarbonyls as Stable Donor–Acceptor–Acceptor Cyclopropanes
Further Information
Publication History
Received: 16 March 2015
Accepted after revision: 28 April 2015
Publication Date:
25 June 2015 (online)
Abstract
A study of cyclopropanations of oxy-substituted ethenes with ethyl α-aroyl-α-diazoacetates is described. The reaction of ethyl α-aroyl-α-diazoacetates with trimethylsilyl vinyl ether or ethyl vinyl ether gave dihydrofuran products, but when vinyl acetate was used the products were stable cyclopropanes, ethyl 2-acetoxy-1-aroylcyclopropanecarboxylates, which were isolated in 16–87% yield depending on the nature and position of the aryl-ring substituent.
Key words
cyclopropanations - donor–acceptor–acceptor - rhodium catalyst - β-lactones - dihydrofuransSupporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0034-1379934.
- Supporting Information
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