title: Synthesis of stable derivatives of cycloprop-2-ene carboxylic acid.
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.
authors.affiliation: Brown Laboratories, Department of Chemistry and Biochemistry, University of Delaware, Newark, DE 19716, USA.
authors.forename: Ni
authors.initials: N
authors.lastname: Yan
authors.forename: Xiaozhong
authors.initials: X
authors.lastname: Liu
authors.forename: Mahesh K
authors.initials: MK
authors.lastname: Pallerla
authors.forename: Joseph M
authors.initials: JM
authors.lastname: Fox
mesh_terms: D002264:Carboxylic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D003521:Cyclopropanes / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry
chemical_list: D002264:Carboxylic Acids; D003521:Cyclopropanes; C021985:cyclopropene