Synthesis of stable derivatives of cycloprop-2-ene carboxylic acid |
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Authors: | Yan Ni Liu Xiaozhong Pallerla Mahesh K Fox Joseph M |
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Affiliation: | Brown Laboratories, Department of Chemistry and Biochemistry, University of Delaware, Newark, DE 19716, USA. |
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Abstract: | Large-scale syntheses of 3-(cycloprop-2-en-1-oyl)oxazolidinones from acetylene and ethyl diazoacetate are described. Unlike other cyclopropenes that bear a single substitutent at C-3, these compounds are stable to long-term storage. Although the cyclopropene derivatives are unusually stable, they are reactive toward cyclic and acyclic dienes in stereoselective Diels-Alder reactions. |
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